ChemFOnt: Showing chemical card for 5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol (CFc000281555)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:03 UTC

Chemfont ID

CFc000281555

Molecule Identification

Common Name

5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol

Definition

5beta,19-epoxy-19-methoxycucurbita-6,23(e)-diene-3beta,25-diol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5beta,19-epoxy-19-methoxycucurbita-6,23(e)-diene-3beta,25-diol can be found in bitter gourd, which makes 5beta,19-epoxy-19-methoxycucurbita-6,23(e)-diene-3beta,25-diol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5b,19-Epoxy-19-methoxycucurbita-6,23(e)-diene-3b,25-diol	Generator
5Β,19-epoxy-19-methoxycucurbita-6,23(e)-diene-3β,25-diol	Generator

Chemical Formula

C₃₁H₅₀O₄

Average Molecular Weight

486.7263

Monoisotopic Molecular Weight

486.370910088

IUPAC Name

(1R,4S,5S,8R,9R,13S,16S,19R)-8-[(2R,4E)-6-hydroxy-6-methylhept-4-en-2-yl]-19-methoxy-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-ol

Traditional Name

(1R,4S,5S,8R,9R,13S,16S,19R)-8-[(2R,4E)-6-hydroxy-6-methylhept-4-en-2-yl]-19-methoxy-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-ol

CAS Registry Number

332950-28-4

SMILES

CO[C@@H]1O[C@]23C=C[C@@]4([H])[C@]5(C)CC[C@]([H])([C@H](C)C\C=C\C(C)(O)C)[C@@]5(C)CCC14[C@]2([H])CC[C@H](O)C3(C)C

InChI Identifier

InChI=1S/C31H50O4/c1-20(10-9-15-26(2,3)33)21-13-16-29(7)22-14-17-31-23(11-12-24(32)27(31,4)5)30(22,25(34-8)35-31)19-18-28(21,29)6/h9,14-15,17,20-25,32-33H,10-13,16,18-19H2,1-8H3/b15-9+/t20-,21-,22+,23+,24+,25-,28-,29+,30?,31-/m1/s1

InChI Key

LZKVXEZYUAJCDF-UQHQDSPHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Triterpenoid
Cucurbitacin skeleton
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302039)

Food

Gourd

Bitter gourd (FooDB: FOOD00115)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.4e-05 g/L	ALOGPS
logP	5.85	ALOGPS
logP	5.76	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	14.62	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	142.37 m³·mol⁻¹	ChemAxon
Polarizability	57.78 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302039

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001784

KNApSAcK ID

Not Available

Chemspider ID

59696249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009821

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol (CFc000281555)

MOL for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

3D MOL for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

3D SDF for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

3D-SDF for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

PDB for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

3D PDB for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

SMILES for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

INCHI for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

Structure for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)

3D Structure for CFc000281555 (5beta,19-Epoxy-19-methoxycucurbita-6,23(E)-diene-3beta,25-diol)