ChemFOnt: Showing chemical card for ({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid (CFc000150825)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:33:41 UTC

Chemfont ID

CFc000150825

Molecule Identification

Common Name

({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid

Definition

({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid belongs to the class of organic compounds known as brassinolides and derivatives. These are cholestane based steroid lactones containing benzo[c]indeno[5,4-e]oxepin-3-one. Based on a literature review very few articles have been published on ({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0,.0,]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonate	Generator
({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0,.0,]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulphonate	Generator
({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0,.0,]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulphonic acid	Generator
({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonate	Generator
({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulphonate	Generator
({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulphonic acid	Generator

Chemical Formula

C₂₈H₄₆O₉S

Average Molecular Weight

558.73

Monoisotopic Molecular Weight

558.286254235

IUPAC Name

({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0^{2,7}.0^{12,16}]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid

Traditional Name

{4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0^{2,7}.0^{12,16}]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxysulfonic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(C(C)C)C([H])(O)C([H])(OS(O)(=O)=O)C([H])(C)C1([H])CCC2([H])C3([H])COC(=O)C4([H])CC(=O)C([H])(O)C[C@]4(C)C3([H])CC[C@]12C

InChI Identifier

InChI=1S/C28H46O9S/c1-14(2)15(3)24(31)25(37-38(33,34)35)16(4)18-7-8-19-17-13-36-26(32)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-21,23-25,30-31H,7-13H2,1-6H3,(H,33,34,35)/t15?,16?,17?,18?,19?,20?,21?,23?,24?,25?,27-,28-/m1/s1

InChI Key

HAIUNBOLTNSCFG-OCQPVKCZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as brassinolides and derivatives. These are cholestane based steroid lactones containing benzo[c]indeno[5,4-e]oxepin-3-one.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Brassinolides and derivatives

Alternative Parents

Substituents

Brassinolide-skeleton
Caprolactone
Oxepane
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.063 g/L	ALOGPS
logP	0.3	ALOGPS
logP	3.6	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-1.1	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	147.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	139.5 m³·mol⁻¹	ChemAxon
Polarizability	59.85 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

HMDB0170417

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 ({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid (CFc000150825)

MOL for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

3D MOL for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

3D SDF for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

3D-SDF for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

PDB for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

3D PDB for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

SMILES for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

INCHI for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

Structure for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)

3D Structure for CFc000150825 (({4-hydroxy-2-[(2R,16S)-4-hydroxy-2,16-dimethyl-5,8-dioxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-5,6-dimethylheptan-3-yl}oxy)sulfonic acid)