ChemFOnt: Showing chemical card for [(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl (CFc000138164)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:13:16 UTC

Chemfont ID

CFc000138164

Molecule Identification

Common Name

[(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl

Definition

[(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Based on a literature review very few articles have been published on [(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₇H₃₉O₁₀

Average Molecular Weight

523.599

Monoisotopic Molecular Weight

523.254322456

IUPAC Name

[(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanyl

Traditional Name

(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yloxidanyl

CAS Registry Number

Not Available

SMILES

[H]C12CC[C@](O)(C(C)=O)[C@@]1(C)CCC1([H])C2([H])C([H])(OC2([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C2([H])O)C=C2CC([O])CC[C@]12C

InChI Identifier

InChI=1S/C27H39O10/c1-12(28)27(35)9-6-16-18-15(5-8-26(16,27)3)25(2)7-4-14(29)10-13(25)11-17(18)36-24-21(32)19(30)20(31)22(37-24)23(33)34/h11,14-22,24,30-32,35H,4-10H2,1-3H3,(H,33,34)/t14?,15?,16?,17?,18?,19?,20?,21?,22?,24?,25-,26-,27-/m0/s1

InChI Key

IBNZQDFBRCRYMU-VWGFDHEFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
20-oxosteroid
Pregnane-skeleton
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-5-steroid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic alcohol
Secondary alcohol
Ketone
Acetal
Polyol
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.98 g/L	ALOGPS
logP	0.66	ALOGPS
logP	0.4	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	139.43 m³·mol⁻¹	ChemAxon
Polarizability	54.81 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

External Links

HMDB ID

HMDB0157756

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl (CFc000138164)

MOL for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

3D MOL for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

3D SDF for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

3D-SDF for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

PDB for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

3D PDB for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

SMILES for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

INCHI for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

Structure for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)

3D Structure for CFc000138164 ([(2R,14R,15S)-14-acetyl-9-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanyl)