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(4E,5R)-4-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-5-hydroxyoxolan-3-one
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ChemBase ID:
160619
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Molecular Formular:
C20H30O5
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Molecular Mass:
350.4492
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Monoisotopic Mass:
350.20932406
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SMILES and InChIs
SMILES:
C1(=C)CC[C@H]2[C@]([C@@H]1C/C=C\1/C(=O)CO[C@H]1O)(CC[C@H]([C@]2(CO)C)O)C
Canonical SMILES:
OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C/C=C\1/C(=O)CO[C@H]1O)C
InChI:
InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14,16-18,21,23-24H,1,4,6-11H2,2-3H3/b13-5-/t14-,16+,17-,18-,19+,20+/m1/s1
InChIKey:
ASLUCFFROXVMFL-QGICXFDVSA-N
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Cite this record
CBID:160619 http://www.chembase.cn/molecule-160619.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(4E,5R)-4-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-5-hydroxyoxolan-3-one
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IUPAC Traditional name
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(4E,5R)-4-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethylidene}-5-hydroxyoxolan-3-one
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Synonyms
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(3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone
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[1R-[1α[E(S*)],4aβ,5α,6α,8aα]]-3-[2-[Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone
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3α,14,15,18-Tetrahydroxy-5β,9βH,10α-labda-8(20),12-dien-16-oic Acid γ-Lactone
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Andrographis
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Andrographolid
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Andrographolide
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CAS Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
Data Source
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Data ID
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Price
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TRC
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CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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11.638457
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H Acceptors
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5
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H Donor
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3
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LogD (pH = 5.5)
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1.7047089
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LogD (pH = 7.4)
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1.7046843
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Log P
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1.7047093
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Molar Refractivity
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95.2333 cm3
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Polarizability
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37.537582 Å3
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Polar Surface Area
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86.99 Å2
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Rotatable Bonds
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3
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
TRC
Toronto Research Chemicals -
A637475
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Andrographolide is a labdane diterpenoid. Andrographolide is the main bioactive component isolated from the medicinal plant Andrographis paniculata. Andrographolide showed significant antihepatotoxic action in P. berghei K173- induced hepatic damage in M. |
PATENTS
PATENTS
PubChem Patent
Google Patent