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3beta-E-Feruloyllupeol

PubChem CID
139068253
Structure
3beta-E-Feruloyllupeol_small.png
3beta-E-Feruloyllupeol_3D_Structure.png
3beta-E-Feruloyllupeol__Crystal_Structure.png
Molecular Formula
Synonyms
  • 3beta-E-Feruloyllupeol
  • 1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethylicosahydro-1H-cyclopenta[a]chrysen- 9-yl 4-hydroxy-3-methoxycinnamate
Molecular Weight
1205.8 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Parent Compound
Dates
  • Create:
    2019-10-03
  • Modify:
    2024-12-07

1 Structures

1.1 2D Structure

Chemical Structure Depiction
3beta-E-Feruloyllupeol.png

1.2 3D Conformer

3D Conformer of Parent

1.3 Crystal Structures

COD Number
Associated Article
Charoen Pakhathirathien; Suchada Chantrapromma; Hoong-Kun Fun; Shazia Anjum; Attar-ur-Rahman; Chachanok Karalai. 1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl 4-hydroxy-3-methoxycinnamate. Acta Crystallographica Section E 2005;61(9):o2942-o2944. DOI: 10.1107/S1600536805025584
Crystal Structure Depiction
Crystal Structure Depiction
Hermann-Mauguin space group symbol
P 1 21 1
Hall space group symbol
P 2yb
Space group number
4
a
7.9738 Å
b
36.351 Å
c
11.875 Å
α
90.00 °
β
92.012 °
γ
90.00 °
Z
4
Z'
2
Residual factor
0.0992
Component
2 x COc1cc(/C=C/C(=O)O[C@@H]2CC[C@@]3([C@@H](C2(C)C)CC[C@]2([C@H]3CC[C@@H]3[C@]2(C)CC[C@]2([C@H]3[C@H](CC2)C(=C)C)C)C)C)ccc1O (CID 139068254)

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(1S,3aS,5aS,5bS,7aS,9R,11aS,11bS,13aS,13bS)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

2.1.2 InChI

InChI=1S/2C40H58O4/c2*1-25(2)27-16-19-37(5)22-23-39(7)28(35(27)37)12-14-32-38(6)20-18-33(36(3,4)31(38)17-21-40(32,39)8)44-34(42)15-11-26-10-13-29(41)30(24-26)43-9/h2*10-11,13,15,24,27-28,31-33,35,41H,1,12,14,16-23H2,2-9H3/b2*15-11+/t2*27-,28+,31-,32+,33-,35+,37+,38-,39+,40+/m11/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.3 InChIKey

OVDKAQUHXVJQSN-BGWDCWOMSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.4 SMILES

CC(=C)[C@@H]1[C@@H]2[C@](CC[C@]3([C@H]2CC[C@@H]4[C@@]3(CC[C@H]5[C@]4(CC[C@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C)C)(CC1)C.CC(=C)[C@@H]1[C@@H]2[C@](CC[C@]3([C@H]2CC[C@@H]4[C@@]3(CC[C@H]5[C@]4(CC[C@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C)C)(CC1)C
Computed by OEChem 2.3.0 (PubChem release 2021.05.07)

2.2 Molecular Formula

C80H116O8
Computed by PubChem 2.1 (PubChem release 2021.05.07)

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
1205.8 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
12
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
1204.86702065 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
1204.86702065 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
112Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
88
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
1160
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
20
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
2
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.06.18)

5 Information Sources

  1. Crystallography Open Database (COD)
    LICENSE
    All data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.
    https://creativecommons.org/publicdomain/zero/1.0/
  2. PubChem
CONTENTS