Showing Compound Sucrose (FDB001131)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:51 UTC

Update date

2019-11-26 02:55:58 UTC

Primary ID

FDB001131

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Sucrose

Description

Sweetening agent and food source assimilated by most organismsand is also used in food products as a preservative, antioxidant, moisture control agent, stabiliser and thickening agent. Widespread in seeds, leaves, fruits, flowers and roots of plants, where it functions as an energy store for metabolism and as a carbon source for biosynth. Annual world production is in excess of 90 x 106 tons mainly from the juice of sugar cane and sugar beet which contain respectively ca. 20% and ca. 17% of the sugar. Sucrose is found in many foods, some of which are rowanberry, brassicas, calabash, and hedge mustard.

CAS Number

57-50-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
alpha-D-Allopyranosyl beta-D-fructofuranoside	MeSH, HMDB
Allosucrose	MeSH, HMDB
(+)-sucrose	biospider
(alpha-d-glucosido)-beta-d-fructofuranoside	biospider
β-d-fructofuranoside, α-d-glucopyranosyl	biospider
β-d-fructofuranosyl α-d-glucopyranoside	biospider
1-a-D-Glucopyranosyl-2-b-D-fructofuranoside	Generator
1-alpha-D-glucopyranosyl-2-beta-D-fructofranoside	biospider
1-alpha-d-glucopyranosyl-2-beta-d-fructofuranoside	biospider
1-α-D-glucopyranosyl-2-β-D-fructofuranoside	Generator
alpha-D-Glc-(1->2)-beta-D-Fru	biospider
alpha-D-Glc-(1-2)-beta-D-Fru	biospider
Alpha-d-glucopyranoside, beta-d-fructofuranosyl	biospider
Alpha-d-glucopyranoside, beta-d-fructofuranosyl-	biospider
Alpha-d-glucopyranosyl beta-d-fructofuranoside	biospider
Alpha-d-glucopyranosylbeta-d-fructofuranoside	biospider
B -d-fructofuranosyl a-d-glucopyranoside	biospider
b-D-Fructofuranosyl a-D-glucopyranoside, 9CI	db_source
b-D-Fruf-(21)-a-D-glcp	Generator
Beet sugar	db_source
beta-D-fructofuranose-(2-1)-alpha-D-glucopyranoside	biospider
Beta-d-fructofuranosyl alpha-d-glucopyranoside	biospider
Beta-d-fructofuranosyl-alpha-d-glucopyranoside	biospider
beta-D-Fruf-(2<->1)-alpha-D-Glcp	biospider
beta-D-Fruf-(21)-alpha-D-glcp	ChEBI
Cane sugar	db_source
D-(+)-saccharose	biospider
D-(+)-sucrose	biospider
D-sucrose	biospider
D(+)-saccharose	biospider
D(+)-sucrose	biospider
Fructofuranoside, alpha-d-glucopyranosyl, beta-d	biospider
Glucopyranoside, beta-d-fructofuranosyl, alpha-d	biospider
Sacarosa	ChEBI
Saccharose	db_source
Saccharum	HMDB
Sacharose	ChEBI
Sugar	HMDB
Table sugar	ChEBI
White sugar	ChEBI
β-D-fruf-(21)-α-D-glcp	Generator

Predicted Properties

Property	Value	Source
Water Solubility	824 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-4.5	ChemAxon
logS	0.38	ALOGPS
pKa (Strongest Acidic)	11.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	68.77 m³·mol⁻¹	ChemAxon
Polarizability	31.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H22O11

IUPAC name

2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Identifier

InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2

InChI Key

CZMRCDWAGMRECN-UHFFFAOYSA-N

Isomeric SMILES

OCC1OC(CO)(OC2OC(CO)C(O)C(O)C2O)C(O)C1O

Average Molecular Weight

342.2965

Monoisotopic Molecular Weight

342.116211546

Classification

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
C-glycosyl compound
Ketal
Oxane
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a disaccharide (SUCROSE )

Ontology

Disposition

Source:

Endogenous

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 42.11%; H 6.48%; O 51.42%	DFC
Melting Point	Mp 185-187°	DFC
Boiling Point	Not Available
Experimental Water Solubility	2100 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	-3.70	HANSCH,C ET AL. (1995)
Experimental pKa	12.6
Isoelectric point	Not Available
Charge	0
Optical Rotation	[a]D +66.5 (H2O)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Sucrose, 8 TMS, GC-MS Spectrum	splash10-03xr-0964100000-b1da9d86f314e79e4fbc	Spectrum
Predicted GC-MS	Sucrose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-3551139000-25be8b9e4918e1fd3cb3	Spectrum
Predicted GC-MS	Sucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0nt9-9576000000-4af9cf7cb58154231f7b	Spectrum
Predicted GC-MS	Sucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_3_50, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_3_53, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_3_55, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_15, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_16, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_17, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_19, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_21, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_23, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_24, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_25, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_27, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_29, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_30, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Sucrose, TMS_4_32, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000x-0709000000-09b3d35b7d6a4dc357bf	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001s-3920000000-c84d50bd01956b1b810c	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006w-9410000000-e8dd5d98ff469d52dd33	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002o-0908000000-be3594ef8896c1cb86fb	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-9633000000-4209813458884c7aec8e	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-7900000000-3b2f87c483af7aa103ce	2021-10-12	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00258

CRC / DFC (Dictionary of Food Compounds) ID

BTP29-X:BTP29-X

EAFUS ID

3563

Dr. Duke ID

SACCHAROSE|SUCROSE|SUGAR

BIGG ID

33807

KNApSAcK ID

C00001151

HET ID

SUC

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1284821

SuperScent ID

Not Available

Wikipedia ID

Sucrose

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Aggregant		An agent that promotes conjugation or collection of particulars into a whole, playing a biological role in blood coagulation and platelet aggregation. Therapeutically, it has applications in wound healing and hemostasis, with key medical uses including treatment of bleeding disorders and prevention of excessive bleeding during surgery.	DUKE
Anti hiccup		An agent that relieves hiccups, or the involuntary contraction of the diaphragm, by regulating nerve impulses, often used to treat intractable or persistent hiccups, and sometimes applied in anesthesia and gastroesophageal reflux disease management.	DUKE
Anti-ophthalmic		An agent that prevents or treats eye disorders, such as night blindness, inflammation, or dryness, often involving fat-soluble vitamins, particularly Vitamin A, to maintain healthy vision and protect the eyes.	DUKE
Anti-oxidant	22586	An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.	DUKE
Atherogenic		An agent that promotes the formation of fatty plaques in arteries, contributing to atherosclerosis. It plays a biological role in lipid metabolism and vascular disease. Therapeutically, understanding atherogenic mechanisms informs treatments for cardiovascular disease, with key medical applications in managing high cholesterol, hypertension, and preventing heart attacks and strokes.	DUKE
Collyrium		An eye cleanser, used to treat eye diseases, reducing inflammation and discomfort, and promoting healing, commonly applied in ophthalmic conditions.	DUKE
Demulcent		An agent that forms a soothing film over a mucous membrane, relieving minor pain and inflammation, commonly used to protect and calm irritated tissues in the throat, mouth, and digestive tract.	DUKE
Flatugenic		An agent that induces flatulence, increasing gas in the digestive system. Its biological role involves stimulating bowel movements and relieving constipation. Therapeutically, it has applications in managing gastrointestinal disorders. Key medical uses include treating constipation, diverticulitis, and irritable bowel syndrome, promoting regular bowel movements and relieving symptoms.	DUKE
Hypercholesterolemic		A condition characterized by excessive cholesterol in the blood, playing a key role in cardiovascular disease. Therapeutically, hypercholesterolemic agents are used to lower cholesterol levels, with medical applications including the prevention and treatment of atherosclerosis, coronary artery disease, and stroke.	DUKE
Preservative	65255	An agent that prevents spoilage and extends shelf life, playing a biological role in inhibiting microbial growth. Therapeutically, preservatives are used to prevent contamination and degradation of pharmaceuticals, cosmetics, and food products, ensuring safety and efficacy. Key medical uses include sterilization and stabilization of medical preparations, such as vaccines, ointments, and injectables.	DUKE
Sweetener	50505	A substance that adds sweetness to food and beverages, often used as a sugar substitute. Its biological role is to stimulate taste receptors, while its therapeutic applications include managing calorie intake and blood sugar levels. Key medical uses include treating diabetes and obesity, as well as reducing tooth decay risk.	DUKE
Triglycerigenic		An agent that stimulates triglyceride production, facilitating bidirectional transfer of adipose fat and blood glucose from the liver, with potential therapeutic applications in managing lipid metabolism and glucose homeostasis, and key medical uses in treating dyslipidemia and related metabolic disorders.	DUKE
Uricogenic		An agent that promotes breakdown of purines, leading to uric acid production, playing a role in gout management and kidney stone prevention, with potential therapeutic applications in treating hyperuricemia and related disorders.	DUKE
Vulnerary	73336	An agent that promotes wound healing, tissue repair, and skin regeneration. It facilitates the biological process of recovery, reducing inflammation and infection. Therapeutically, vulneraries are used to treat cuts, burns, ulcers, and other skin injuries, supporting the body's natural healing mechanisms and minimizing scarring.	DUKE

Enzymes

Name	Gene Name	UniProt ID
Alpha-galactosidase A	GLA	P06280
Sucrase-isomaltase, intestinal	SI	P14410
Lysosomal alpha-glucosidase	GAA	P10253
Maltase-glucoamylase, intestinal	MGAM	O43451
Neutral alpha-glucosidase C	GANC	Q8TET4