Showing Compound Bryonolic acid (FDB015696)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:00 UTC

Update date

2019-11-26 03:12:04 UTC

Primary ID

FDB015696

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Bryonolic acid

Description

Bryonolic acid, also known as bryonolate, belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Bryonolic acid has been detected, but not quantified in, several different foods, such as calabashes (Lagenaria siceraria), fruits, olives (Olea europaea), towel gourds (Luffa aegyptiaca), and watermelons (Citrullus lanatus). This could make bryonolic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bryonolic acid.

CAS Number

24480-45-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate	Generator
3beta-Hydroxy-D-C-friedoolean-8-en-29-Oic acid	MeSH
3beta-Hydroxy-D-C-friedoolean-8-en-29-oic acid	biospider
Bryonolate	Generator
Bryonolic acid	MeSH

Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.0019 g/L	ALOGPS
logP	6.46	ALOGPS
logP	6.55	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.36 m³·mol⁻¹	ChemAxon
Polarizability	55.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C30H48O3

IUPAC name

10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid

InChI Identifier

InChI=1S/C30H48O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-23,31H,8-18H2,1-7H3,(H,32,33)

InChI Key

BHVJSLPLFOAMEV-UHFFFAOYSA-N

Isomeric SMILES

CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O

Average Molecular Weight

456.7003

Monoisotopic Molecular Weight

456.360345402

Classification

Description

Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclic alcohols and derivatives

Alternative Parents

Substituents

Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Cucurbitaceae

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

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 78.90%; H 10.59%; O 10.51%	DFC
Melting Point	Mp 300-303°	DFC
Optical Rotation	[a]D +24 (c, 2.53 in Py)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Bryonolic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-054o-0006900000-47c5495138a6a3d22434	Spectrum
Predicted GC-MS	Bryonolic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000i-1000390000-ed6c99826cbc411f97a3	Spectrum
Predicted GC-MS	Bryonolic acid, 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	splash10-052r-0001900000-5b6fbd935c1a2451f22f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p6-0017900000-3a4e1d2d76fe46c4366b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f7x-1239200000-40b041b6d83945f91acd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-12a0901f1a3a919049d7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fu-0003900000-ceee18003722bfcf79d1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0005-1009800000-72ad4e1761ea26570ae5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-0d11296813b631a2140f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000900000-0d11296813b631a2140f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0000900000-1dfe2becea314522f653	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000900000-8b863856556753a39895	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052v-1119500000-c9ca7ec153e935bc21e7	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01bi-3932200000-1a368c6b10899c831a40	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

437577

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

500182

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36757

CRC / DFC (Dictionary of Food Compounds) ID

JPG66-V:KGG47-Q

EAFUS ID

Not Available

Dr. Duke ID

BRYONOLIC-ACID

BIGG ID

Not Available

KNApSAcK ID

C00029859

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

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

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Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
anti allergic	50857	A drug used to treat allergic reactions.	DUKE
anti anaphylactic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti inflammatory	35472	A substance that reduces or suppresses inflammation.	DUKE