Identification

PhytoHub ID
PHUB000014
Name
Cucurbitacin C
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
560.728
Monoisotopic Mass
560.334918506
Chemical Formula
C32H48O8
IUPAC Name
cucurbitacin C
InChI Key
DGIGXLXLGBAJJN-TUOUHCSQSA-N
InChI Identifier
InChI=1S/C32H48O8/c1-18(34)40-27(2,3)14-13-24(37)31(8,39)26-21(35)15-29(6)22-11-9-19-20(10-12-23(36)28(19,4)5)32(22,17-33)25(38)16-30(26,29)7/h9,13-14,20-23,26,33,35-36,39H,10-12,15-17H2,1-8H3/b14-13+/t20-,21-,22+,23+,26+,29+,30-,31+,32+/m1/s1
SMILES
[H][[email protected]@]1([[email protected]](O)C[[email protected]@]2(C)[[email protected]]3([H])CC=C4[[email protected]@]([H])(CC[[email protected]](O)C4(C)C)[[email protected]]3(CO)C(=O)C[[email protected]]12C)[[email protected]@](C)(O)C(=O)\C=C\C(C)(C)OC(C)=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.07e-02 g/l
LogS (ALOGPS)
-4.72
LogP (ALOGPS)
3.19
Hydrogen Acceptors
7
Hydrogen Donors
4
Rotatable Bond Count
7
Polar Surface Area
141.36
Refractivity
152.14809999999997
Polarizability
62.28740108353742
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.8705403425165059
pKa (strongest acidic)
12.938366656363076
Number of Rings
4
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy

Family
Terpenoids
Class
Miscellaneous terpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Steroids and steroid derivatives
Super-class
Lipids and lipid-like molecules
Sub-class
Cucurbitacins
Direct Parent Name
Cucurbitacins
Alternative Parent Names
["11-oxosteroids", "14-alpha-methylsteroids", "16-alpha-hydroxysteroids", "3-beta-hydroxy delta-5-steroids", "3-beta-hydroxysteroids", "Acryloyl compounds", "Acyloins", "Alpha-hydroxy ketones", "Carboxylic acid esters", "Cyclic alcohols and derivatives", "Delta-5-steroids", "Enones", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Primary alcohols", "Secondary alcohols", "Steroid esters", "Tertiary alcohols", "Triterpenoids"]
External Descriptor Annotations
["Cholesterol and derivatives", "Cycloartane", "cucurbitacin"]
Substituent Names
["11-oxosteroid", "14-alpha-methylsteroid", "16-alpha-hydroxysteroid", "16-hydroxysteroid", "20-hydroxysteroid", "21-oxosteroid", "22-oxosteroid", "3-beta-hydroxy-delta-5-steroid", "3-beta-hydroxysteroid", "3-hydroxy-delta-5-steroid", "3-hydroxysteroid", "Acryloyl-group", "Acyloin", "Alcohol", "Aliphatic homopolycyclic compound", "Alpha,beta-unsaturated ketone", "Alpha-hydroxy ketone", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cucurbitacin skeleton", "Cyclic alcohol", "Delta-5-steroid", "Enone", "Hydrocarbon derivative", "Hydroxysteroid", "Ketone", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxosteroid", "Primary alcohol", "Secondary alcohol", "Steroid ester", "Tertiary alcohol", "Triterpenoid"]

Spectra

No spectra information available

Food Sources

NameGroup
CucumberVegetables, Gourds PublicationsShow

Metabolism

No metabolism information available

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