ChemFOnt: Showing chemical card for 6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000148211)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:29:01 UTC

Chemfont ID

CFc000148211

Molecule Identification

Common Name

6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-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-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0,.0,]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₅H₅₆O₁₂

Average Molecular Weight

668.821

Monoisotopic Molecular Weight

668.377177243

IUPAC Name

6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0^{2,7}.0^{12,16}]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(CC4(C)C3CCC12C)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C35H56O12/c1-7-17(15(2)3)26(38)25(37)16(4)19-8-9-20-18-14-45-32(44)22-12-23(36)24(13-35(22,6)21(18)10-11-34(19,20)5)46-33-29(41)27(39)28(40)30(47-33)31(42)43/h7,15-16,18-30,33,36-41H,8-14H2,1-6H3,(H,42,43)/b17-7+

InChI Key

XVOBOOJKPALWBL-REZTVBANSA-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
Diterpene lactone
Diterpenoid
Terpene glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Caprolactone
Beta-hydroxy acid
Oxepane
Pyran
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Polyol
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.21 g/L	ALOGPS
logP	1.96	ALOGPS
logP	1.8	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.49	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	168.06 m³·mol⁻¹	ChemAxon
Polarizability	71.88 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

HMDB0167803

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-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000148211)

MOL for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000148211 (6-({15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-5-hydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)