Showing chemical card for 6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000138170)

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

CFc000138170

Molecule Identification

Common Name

6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. 6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D MOL for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D SDF for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D-SDF for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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PDB for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D PDB for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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SMILES for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

[H]C12CC[C@](O)(C(C)=O)[C@@]1(C)CC([H])(O)C1([H])C2([H])C([H])(OC2([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C2([H])O)C=C2CC([H])(O)CC[C@]12C

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INCHI for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

InChI=1S/C27H40O11/c1-11(28)27(36)7-5-14-17-16(37-24-21(33)19(31)20(32)22(38-24)23(34)35)9-12-8-13(29)4-6-25(12,2)18(17)15(30)10-26(14,27)3/h9,13-22,24,29-33,36H,4-8,10H2,1-3H3,(H,34,35)/t13?,14?,15?,16?,17?,18?,19?,20?,21?,22?,24?,25-,26-,27-/m0/s1

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Structure for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D Structure for CFc000138170 (6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Synonyms

Value	Source
6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₄₀O₁₁

Average Molecular Weight

540.606

Monoisotopic Molecular Weight

540.257062108

IUPAC Name

6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(2R,14R,15S)-14-acetyl-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C12CC[C@](O)(C(C)=O)[C@@]1(C)CC([H])(O)C1([H])C2([H])C([H])(OC2([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C2([H])O)C=C2CC([H])(O)CC[C@]12C

InChI Identifier

InChI=1S/C27H40O11/c1-11(28)27(36)7-5-14-17-16(37-24-21(33)19(31)20(32)22(38-24)23(34)35)9-12-8-13(29)4-6-25(12,2)18(17)15(30)10-26(14,27)3/h9,13-22,24,29-33,36H,4-8,10H2,1-3H3,(H,34,35)/t13?,14?,15?,16?,17?,18?,19?,20?,21?,22?,24?,25-,26-,27-/m0/s1

InChI Key

CTNHVXHGFZTYQP-DJBYHLRISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Pregnane steroids
20-oxosteroids
17-hydroxysteroids
Delta-5-steroids
Sulfuric acid monoesters
Alkyl sulfates
Tertiary alcohols
Alpha-hydroxy ketones
Cyclic alcohols and derivatives
Organic oxides
Hydrocarbon derivatives

Substituents

Sulfated steroid skeleton
20-oxosteroid
Pregnane-skeleton
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-5-steroid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Alpha-hydroxy ketone
Tertiary alcohol
Cyclic alcohol
Organic sulfuric acid or derivatives
Ketone
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.65 g/L	ALOGPS
logP	-0.52	ALOGPS
logP	-1.1	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.47 m³·mol⁻¹	ChemAxon
Polarizability	56.07 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0157762

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