ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid (CFc000129210)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:58:03 UTC

Chemfont ID

CFc000129210

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as rotenoid o-glycosides. Rotenoid O-glycosides are compounds containing a carbohydrate moiety glycosidically linked to the rotenoid backbone at the C8-position. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0,.0,.0,]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₉H₃₀O₁₄

Average Molecular Weight

602.545

Monoisotopic Molecular Weight

602.163555646

IUPAC Name

3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]C1(CC2=C(O1)C=CC1=C2OC2([H])COC3=CC(OC)=C(OC)C=C3[C@]2(O)C1=O)C(=C)COC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O

InChI Identifier

InChI=1S/C29H30O14/c1-11(9-40-28-23(32)21(30)22(31)25(43-28)27(34)35)16-6-13-15(41-16)5-4-12-24(13)42-20-10-39-17-8-19(38-3)18(37-2)7-14(17)29(20,36)26(12)33/h4-5,7-8,16,20-23,25,28,30-32,36H,1,6,9-10H2,2-3H3,(H,34,35)/t16?,20?,21?,22?,23?,25?,28?,29-/m1/s1

InChI Key

QKNLLVHPNLBBCC-FAFSCORQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rotenoid o-glycosides. Rotenoid O-glycosides are compounds containing a carbohydrate moiety glycosidically linked to the rotenoid backbone at the C8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Rotenoid O-glycosides

Alternative Parents

Substituents

Rotenoid-8p-o-glycoside
Rotenone or derivatives
8-prenylated isoflavanone
Chromeno-3,4b-chromene
Rotenoid
Isoflavanone
Isoflavan
Isoflavonoid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
Chromane
1-benzopyran
Coumaran
Aryl ketone
Aryl alkyl ketone
Anisole
Alkyl aryl ether
Beta-hydroxy acid
Pyran
Benzenoid
Oxane
Monosaccharide
Hydroxy acid
Tertiary alcohol
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Acetal
Carboxylic acid
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0148801)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.84 g/L	ALOGPS
logP	0.42	ALOGPS
logP	-0.0027	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.27	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	199.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	141.01 m³·mol⁻¹	ChemAxon
Polarizability	59.98 Å³	ChemAxon
Number of Rings	6	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

HMDB0148801

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 3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid (CFc000129210)

MOL for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000129210 (3,4,5-trihydroxy-6-({2-[(13R)-13-hydroxy-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-en-1-yl}oxy)oxane-2-carboxylic acid)