Showing Compound Galanolactone (FDB016604)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:32 UTC

Update date

2019-11-26 03:13:30 UTC

Primary ID

FDB016604

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Galanolactone

Description

Galanolactone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Galanolactone has been detected, but not quantified in, gingers (Zingiber officinale) and herbs and spices. This could make galanolactone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Galanolactone.

CAS Number

115753-79-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Galanolactone	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.0005 g/L	ALOGPS
logP	3.81	ALOGPS
logP	4.24	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.37 m³·mol⁻¹	ChemAxon
Polarizability	36.6 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C20H30O3

IUPAC name

(3Z)-3-(2-{5,5,8a-trimethyl-octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl}ethylidene)oxolan-2-one

InChI Identifier

InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)15(18)7-11-20(13-23-20)16(19)6-5-14-8-12-22-17(14)21/h5,15-16H,4,6-13H2,1-3H3/b14-5-

InChI Key

MBPTXJNHCBXMBP-RZNTYIFUSA-N

Isomeric SMILES

CC1(C)CCCC2(C)C(C\C=C3\CCOC3=O)C3(CO3)CCC12

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

Classification

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 75.43%; H 9.49%; O 15.07%	DFC
Melting Point	Mp 125.5-126°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]D +28 (c, 0.26 in CHCl3)	DFC
Spectroscopic UV Data	[neutral] lmax 226 (e 11400) (EtOH) (Berdy)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Galanolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0f79-0691000000-76ff2be2a471bb872fd2	Spectrum
Predicted GC-MS	Galanolactone, non-derivatized, 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	splash10-014i-1079000000-1752926143446e156771	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fsj-2192000000-34665ab35024bcaec03b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-8920000000-9070c224eeba82a073c6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1019000000-c8e6f08fa9a4c772c41e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01b9-3095000000-9f4bfe9957ad918fccc7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-4090000000-bec7fcb4c3d0c3bfeb83	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0009000000-f44b8f78f028f8f8f3b6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0g29-0913000000-29e7ab868d79d3e36a1a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fi0-6923000000-8d5099da71cc9b483052	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-062ad2a35e11d303cf23	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0029000000-eefd64fbf57a97fa197a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-2091000000-300e0967ce3af0cdcdf5	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C17498

Pubchem Compound ID

57457805

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37523

CRC / DFC (Dictionary of Food Compounds) ID

KRS12-J:KRS13-K

EAFUS ID

Not Available

Dr. Duke ID

GALANOLACTONE

BIGG ID

Not Available

KNApSAcK ID

C00034848

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Galanolactone

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
Anti 5-hydroxytryptamine	48279	An agent that blocks the activity of serotonin (5-HT), reducing its effects on various bodily functions. It has therapeutic applications in managing conditions like nausea, vomiting, and migraine headaches, and is commonly used to treat serotonin-related disorders, such as carcinoid syndrome and serotonin syndrome.	DUKE
Anti emetic	50919	An agent that prevents or alleviates nausea and vomiting, playing a crucial role in managing chemotherapy-induced, motion-induced, and post-operative nausea. Therapeutically, it helps reduce discomfort and prevent dehydration, commonly used in oncology, gastroenterology, and anesthesia.	DUKE
Anti thromboxane	35222	An agent that inhibits thromboxane A2, reducing platelet aggregation and blood clot formation. Therapeutically, it prevents thrombosis and is used to manage conditions like coronary artery disease, stroke, and myocardial infarction, as well as to prevent blood clots during surgeries.	DUKE
Gastrostimulant	55324	An agent that stimulates digestive motility, increasing gastrointestinal movement and secretion. It enhances gut function, relieving symptoms of gastroparesis, constipation, and other motility disorders, commonly used in managing conditions like diabetes-related gastroparesis and postoperative ileus.	DUKE