ChemFOnt: Showing chemical card for 3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid (CFc000335891)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:42 UTC

Chemfont ID

CFc000335891

Molecule Identification

Common Name

3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid

Definition

Constituent of Ganoderma lucidum (reishi). 3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid is found in mushrooms.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3a,15a-Diacetoxy-(22R)-hydroxylanosta-7,9(11),24-trien-26-Oate	Generator
3a,15a-Diacetoxy-(22R)-hydroxylanosta-7,9(11),24-trien-26-Oic acid	Generator
3alpha,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11),24-trien-26-Oate	Generator
3Α,15α-diacetoxy-(22R)-hydroxylanosta-7,9(11),24-trien-26-Oate	Generator
3Α,15α-diacetoxy-(22R)-hydroxylanosta-7,9(11),24-trien-26-Oic acid	Generator
3a,15a-Diacetoxy-22R-hydroxylanosta-7,9(11),24-trien-26-Oic acid	HMDB
(2E)-6-[5,12-Bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl]-5-hydroxy-2-methylhept-2-enoate	Generator

Chemical Formula

C₃₄H₅₀O₇

Average Molecular Weight

570.7566

Monoisotopic Molecular Weight

570.355653954

IUPAC Name

(2E)-6-[5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl]-5-hydroxy-2-methylhept-2-enoic acid

Traditional Name

(2E)-6-[5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl]-5-hydroxy-2-methylhept-2-enoic acid

CAS Registry Number

112-24-3

SMILES

CC(C(O)C\C=C(/C)C(O)=O)C1CC(OC(C)=O)C2(C)C3=CCC4C(C)(C)C(CCC4(C)C3=CCC12C)OC(C)=O

InChI Identifier

InChI=1S/C34H50O7/c1-19(30(38)39)10-12-26(37)20(2)25-18-29(41-22(4)36)34(9)24-11-13-27-31(5,6)28(40-21(3)35)15-16-32(27,7)23(24)14-17-33(25,34)8/h10-11,14,20,25-29,37H,12-13,15-18H2,1-9H3,(H,38,39)/b19-10+

InChI Key

XITBGHDSLKRVMR-VXLYETTFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Hydroxy bile acid, alcohol, or derivatives
Cholane-skeleton
Monohydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
22-hydroxysteroid
Steroid ester
Steroid acid
Hydroxysteroid
Delta-7-steroid
Steroid
Tricarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB35605)

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	6.29	ALOGPS
logP	4.88	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.53	ChemAxon
pKa (Strongest Basic)	-0.86	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	158.79 m³·mol⁻¹	ChemAxon
Polarizability	64.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0035605

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014301

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14140074

PDB ID

Not Available

ChEBI ID

176106

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid (CFc000335891)

MOL for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

3D MOL for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

3D SDF for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

3D-SDF for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

PDB for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

3D PDB for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

SMILES for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

INCHI for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

Structure for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)

3D Structure for CFc000335891 (3beta,15alpha-Diacetoxy-(22R)-hydroxylanosta-7,9(11)24-trien-26-oic acid)