Showing chemical card for (2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid (CFc000153891)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:38:27 UTC

Chemfont ID

CFc000153891

Molecule Identification

Common Name

Definition

(2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others. Based on a literature review very few articles have been published on (2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid.

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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3D MOL for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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3D SDF for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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3D-SDF for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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PDB for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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3D PDB for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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SMILES for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

OC(C(C(O)=O)C1=CC2=C3C(OC(=O)C3=C1)=C(O)C=C2C(C(O)C(\O)=C(\C(O)=O)C1=CC=C(O)C=C1)C(O)=O)C(\O)=C(\C(O)=O)C1=CC=C(O)C=C1

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INCHI for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

InChI=1S/C35H26O17/c36-15-5-1-12(2-6-15)21(31(43)44)26(39)28(41)23(33(47)48)14-9-17-18(11-20(38)30-24(17)19(10-14)35(51)52-30)25(34(49)50)29(42)27(40)22(32(45)46)13-3-7-16(37)8-4-13/h1-11,23,25,28-29,36-42H,(H,43,44)(H,45,46)(H,47,48)(H,49,50)/b26-21-,27-22-

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Structure for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

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3D Structure for CFc000153891 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid)

Synonyms

Value	Source
(2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0,]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioate	Generator
(2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioate	Generator

Chemical Formula

C₃₅H₂₆O₁₇

Average Molecular Weight

718.576

Monoisotopic Molecular Weight

718.116999377

IUPAC Name

(2Z)-5-{9-[(3Z)-1,4-dicarboxy-2,3-dihydroxy-4-(4-hydroxyphenyl)but-3-en-1-yl]-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(11),4,6,8(12),9-pentaen-6-yl}-3,4-dihydroxy-2-(4-hydroxyphenyl)hex-2-enedioic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC(C(C(O)=O)C1=CC2=C3C(OC(=O)C3=C1)=C(O)C=C2C(C(O)C(\O)=C(\C(O)=O)C1=CC=C(O)C=C1)C(O)=O)C(\O)=C(\C(O)=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C35H26O17/c36-15-5-1-12(2-6-15)21(31(43)44)26(39)28(41)23(33(47)48)14-9-17-18(11-20(38)30-24(17)19(10-14)35(51)52-30)25(34(49)50)29(42)27(40)22(32(45)46)13-3-7-16(37)8-4-13/h1-11,23,25,28-29,36-42H,(H,43,44)(H,45,46)(H,47,48)(H,49,50)/b26-21-,27-22-

InChI Key

LSQTVYSRSGPKEX-FVNHVHOESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan lactones

Sub Class

Not Available

Direct Parent

Lignan lactones

Alternative Parents

Pentacarboxylic acids and derivatives
Naphthols and derivatives
Cinnamyl alcohols
Beta hydroxy acids and derivatives
1-hydroxy-2-unsubstituted benzenoids
Benzene and substituted derivatives
Vinylogous acids
Secondary alcohols
Lactones
Carboxylic acid esters
Oxacyclic compounds
Enols
Carboxylic acids
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

Substituents

Lignan lactone
Pentacarboxylic acid or derivatives
2-naphthol
Naphthalene
Cinnamyl alcohol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Benzenoid
Hydroxy acid
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Enol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	0.1 g/L	ALOGPS
logP	1.96	ALOGPS
logP	2.42	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	317.11 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	174.5 m³·mol⁻¹	ChemAxon
Polarizability	64.96 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

HMDB0173483

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