Identification

PhytoHub ID
PHUB000007
Name
Carboxyatractyloside
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
770.81
Monoisotopic Mass
770.212556989
Chemical Formula
C31H46O18S2
IUPAC Name
(1R,4S,7S,9S,10S,13R,15S)-15-hydroxy-7-{[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4,5-bis(sulfooxy)oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5,5-dicarboxylic acid
InChI Key
AQFATIOBERWBDY-LNQSNDDKSA-N
InChI Identifier
InChI=1S/C31H46O18S2/c1-14(2)9-21(33)47-24-23(49-51(42,43)44)22(48-50(39,40)41)18(13-32)46-26(24)45-17-11-29(4)19-6-5-16-10-30(19,25(34)15(16)3)8-7-20(29)31(12-17,27(35)36)28(37)38/h14,16-20,22-26,32,34H,3,5-13H2,1-2,4H3,(H,35,36)(H,37,38)(H,39,40,41)(H,42,43,44)/t16-,17+,18-,19+,20+,22-,23+,24-,25+,26-,29+,30-/m1/s1
SMILES
CC(C)CC(=O)O[[email protected]]1[[email protected]](O[[email protected]]2C[[email protected]@]3(C)[[email protected]@H]4CC[[email protected]@H]5C[[email protected]@]4(CC[[email protected]@H]3C(C2)(C(O)=O)C(O)=O)[[email protected]@H](O)C5=C)O[[email protected]](CO)[[email protected]@H](OS(O)(=O)=O)[[email protected]@H]1OS(O)(=O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
2.39e+00 g/l
LogS (ALOGPS)
-2.51
LogP (ALOGPS)
-0.44
Hydrogen Acceptors
15
Hydrogen Donors
6
Rotatable Bond Count
13
Polar Surface Area
287.02
Refractivity
167.43670000000006
Polarizability
75.05199218491356
Formal Charge
0
Physiological Charge
-4
pKa (strongest basic)
-0.6863997970983317
pKa (strongest acidic)
-2.2947555587453943
Number of Rings
5
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Precursor

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Terpene glycosides
Direct Parent Name
Diterpene glycosides
Alternative Parent Names
["Acetals", "Alkyl sulfates", "Carbonyl compounds", "Carboxylic acid esters", "Carboxylic acids", "Cyclic alcohols and derivatives", "Fatty acid esters", "Fatty acyl glycosides of mono- and disaccharides", "Hydrocarbon derivatives", "Kaurane diterpenoids", "Monosaccharide sulfates", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Primary alcohols", "Saccharolipids", "Secondary alcohols", "Sulfuric acid monoesters", "Tricarboxylic acids and derivatives"]
External Descriptor Annotations
Not Available
Substituent Names
["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkyl sulfate", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic alcohol", "Diterpene glycoside", "Diterpenoid", "Fatty acid ester", "Fatty acyl", "Fatty acyl glycoside", "Fatty acyl glycoside of mono- or disaccharide", "Glycosyl compound", "Hydrocarbon derivative", "Kaurane diterpenoid", "Monosaccharide", "Monosaccharide sulfate", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Primary alcohol", "Saccharolipid", "Secondary alcohol", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester", "Tricarboxylic acid or derivatives"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
CoffeeCoffee and coffee products PublicationsShow

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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