Showing chemical card for 3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid (CFc000149445)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:31:16 UTC

Chemfont ID

CFc000149445

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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3D MOL for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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3D SDF for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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3D-SDF for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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PDB for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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3D PDB for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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SMILES for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

CC(=C)C1CC2=C(OC3=C(C(O)=CC4=C3C=CC(C)(CO)O4)C2=O)C2=C1C(O)=C(OC1OC(C(O)C(O)C1O)C(O)=O)C=C2O

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INCHI for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

InChI=1S/C31H30O14/c1-10(2)12-6-13-21(35)20-15(34)7-16-11(4-5-31(3,9-32)45-16)26(20)43-27(13)19-14(33)8-17(22(36)18(12)19)42-30-25(39)23(37)24(38)28(44-30)29(40)41/h4-5,7-8,12,23-25,28,30,32-34,36-39H,1,6,9H2,2-3H3,(H,40,41)

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Structure for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

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3D Structure for CFc000149445 (3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid)

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0,.0,.0,]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₃₀O₁₄

Average Molecular Weight

626.567

Monoisotopic Molecular Weight

626.163555646

IUPAC Name

3,4,5-trihydroxy-6-{[11,18,21-trihydroxy-7-(hydroxymethyl)-7-methyl-13-oxo-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{17,22}]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=C)C1CC2=C(OC3=C(C(O)=CC4=C3C=CC(C)(CO)O4)C2=O)C2=C1C(O)=C(OC1OC(C(O)C(O)C1O)C(O)=O)C=C2O

InChI Identifier

InChI=1S/C31H30O14/c1-10(2)12-6-13-21(35)20-15(34)7-16-11(4-5-31(3,9-32)45-16)26(20)43-27(13)19-14(33)8-17(22(36)18(12)19)42-30-25(39)23(37)24(38)28(44-30)29(40)41/h4-5,7-8,12,23-25,28,30,32-34,36-39H,1,6,9H2,2-3H3,(H,40,41)

InChI Key

UBMJBLMCFPEWBM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranone glycosides

Alternative Parents

Pyranoxanthones
Phenolic glycosides
O-glucuronides
Pyranochromenes
Chromones
Naphthols and derivatives
O-glycosyl compounds
Pyranones and derivatives
Beta hydroxy acids and derivatives
Alkyl aryl ethers
1-hydroxy-2-unsubstituted benzenoids
Oxanes
Monosaccharides
Vinylogous acids
Heteroaromatic compounds
Secondary alcohols
Oxacyclic compounds
Polyols
Carboxylic acids
Acetals
Monocarboxylic acids and derivatives
Primary alcohols
Organic oxides
Carbonyl compounds
Hydrocarbon derivatives

Substituents

Naphthopyranone glycoside
Pyranoxanthone
Phenolic glycoside
Xanthone
Dibenzopyran
1-o-glucuronide
O-glucuronide
Xanthene
Pyranochromene
Glucuronic acid or derivatives
Chromone
Glycosyl compound
1-naphthol
O-glycosyl compound
1-benzopyran
Benzopyran
Naphthalene
Pyranone
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Benzenoid
Oxane
Monosaccharide
Hydroxy acid
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Polyol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Acetal
Ether
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	0.38 g/L	ALOGPS
logP	1.97	ALOGPS
logP	1.43	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.83	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	232.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	153.92 m³·mol⁻¹	ChemAxon
Polarizability	61.92 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	No	ChemAxon

External Links

HMDB ID

HMDB0169037

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