ChemFOnt: Showing chemical card for (2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid (CFc000153930)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:38:30 UTC

Chemfont ID

CFc000153930

Molecule Identification

Common Name

Definition

(2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-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-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioate	Generator
(2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioate	Generator

Chemical Formula

C₃₅H₂₂O₁₇

Average Molecular Weight

714.544

Monoisotopic Molecular Weight

714.085699248

IUPAC Name

(2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C35H22O17/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/h1-11,23,25,36-40H,(H,43,44)(H,45,46)(H,47,48)(H,49,50)/b26-21-,27-22-

InChI Key

SIVIJNHROLSZPR-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

Substituents

Lignan lactone
Pentacarboxylic acid or derivatives
Hydroxycinnamic acid or derivatives
2-naphthol
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
B'-hydroxy-alpha,beta-unsaturated-ketone
Phenol
Beta-keto acid
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
1,3-dicarbonyl compound
Keto acid
Beta-hydroxy ketone
Monocyclic benzene moiety
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Enol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.015 g/L	ALOGPS
logP	2.26	ALOGPS
logP	4.26	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	2.16	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	310.79 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	173.26 m³·mol⁻¹	ChemAxon
Polarizability	64.76 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

HMDB0173522

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 (2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid (CFc000153930)

MOL for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

3D MOL for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

3D SDF for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

3D-SDF for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

PDB for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

3D PDB for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

SMILES for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

INCHI for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

Structure for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)

3D Structure for CFc000153930 ((2Z)-5-{9-[(3Z)-1,4-dicarboxy-3-hydroxy-4-(4-hydroxyphenyl)-2-oxobut-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-hydroxy-2-(4-hydroxyphenyl)-4-oxohex-2-enedioic acid)