ChemFOnt: Showing chemical card for 6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000150808)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:33:40 UTC

Chemfont ID

CFc000150808

Molecule Identification

Common Name

Definition

6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic 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 6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0,.0,]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₄H₅₆O₁₂

Average Molecular Weight

656.81

Monoisotopic Molecular Weight

656.377177243

IUPAC Name

6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0^{2,7}.0^{12,16}]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0^{2,7}.0^{12,16}]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(C(C)C)C([H])(OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O)C([H])(O)C([H])(C)C1([H])CC[C@@]2([H])[C@]3([H])COC(=O)[C@@]4([H])CC([H])(O)C([H])(O)C[C@]4(C)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C34H56O12/c1-14(2)15(3)28(45-32-27(40)25(38)26(39)29(46-32)30(41)42)24(37)16(4)18-7-8-19-17-13-44-31(43)21-11-22(35)23(36)12-34(21,6)20(17)9-10-33(18,19)5/h14-29,32,35-40H,7-13H2,1-6H3,(H,41,42)/t15?,16?,17-,18?,19-,20-,21+,22?,23?,24?,25?,26?,27?,28?,29?,32?,33+,34+/m0/s1

InChI Key

VLSITQASBWLSRE-IFEILUSNSA-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
Diterpene glycoside
Steroidal glycoside
Diterpenoid
Diterpene lactone
Terpene glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Caprolactone
Oxepane
Beta-hydroxy acid
Fatty acyl
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
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	0.25 g/L	ALOGPS
logP	1.23	ALOGPS
logP	1.68	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	162.69 m³·mol⁻¹	ChemAxon
Polarizability	71.07 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0170400

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 6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000150808)

MOL for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000150808 (6-({2-[(1S,2R,7S,11S,12S,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-15-yl]-3-hydroxy-5,6-dimethylheptan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)