Cylindrol B1
PubChem CID
10526557
Structure
Molecular Formula
Synonyms
- Cylindrol B1
- ((1S,2S,3S,4R)-3-((1E,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dienyl)-2,3,4-trimethyl-5-oxocyclohexyl) acetate
- (1S,2S,3S,4R)-3-((3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dien-1-yl)-2,3,4-trimethyl-5-oxocyclohexyl acetic acid
- (1S,2S,3S,4R)-3-[(3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dien-1-yl]-2,3,4-trimethyl-5-oxocyclohexyl acetic acid
- [(1S,2S,3S,4R)-3-[(1E,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dienyl]-2,3,4-trimethyl-5-oxocyclohexyl] acetate
Molecular Weight
428.5 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2006-10-25
- Modify:2024-12-07
Description
Cylindrol B1 is a hydroxybenzaldehyde.
Cylindrol B1 has been reported in Thelonectria lucida with data available.
Chemical Structure Depiction
[(1S,2S,3S,4R)-3-[(1E,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dienyl]-2,3,4-trimethyl-5-oxocyclohexyl] acetate
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C25H32O6/c1-14(7-8-19-22(29)11-15(2)20(13-26)24(19)30)9-10-25(6)16(3)21(28)12-23(17(25)4)31-18(5)27/h7,9-11,13,16-17,23,29-30H,8,12H2,1-6H3/b10-9+,14-7+/t16-,17+,23-,25+/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
VSWRRSKSGIQJKK-CADSEURFSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
C[C@@H]1[C@H](CC(=O)[C@@H]([C@@]1(C)/C=C/C(=C/CC2=C(C=C(C(=C2O)C=O)C)O)/C)C)OC(=O)C
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)
C25H32O6
Computed by PubChem 2.1 (PubChem release 2019.06.18)
- Cylindrol B1
- ((1S,2S,3S,4R)-3-((1E,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dienyl)-2,3,4-trimethyl-5-oxocyclohexyl) acetate
- (1S,2S,3S,4R)-3-((3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dien-1-yl)-2,3,4-trimethyl-5-oxocyclohexyl acetic acid
- (1S,2S,3S,4R)-3-[(3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dien-1-yl]-2,3,4-trimethyl-5-oxocyclohexyl acetic acid
- [(1S,2S,3S,4R)-3-[(1E,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dienyl]-2,3,4-trimethyl-5-oxocyclohexyl] acetate
- CHEBI:202918
- [(1S,2S,3S,4R)-3-[(1E,3E)-5-(3-ormyl-2,6-dihydroxy-4-methylphenyl)-3-methylpenta-1,3-dienyl]-2,3,4-trimethyl-5-oxocyclohexyl] acetate
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
428.5 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
5.2
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
6
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
7
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
428.21988874 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
428.21988874 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
101Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
31
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
740
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
4
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
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2010.01.29)
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Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- ChEBI
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Cylindrol B1https://www.wikidata.org/wiki/Q77374300LOTUS Treehttps://lotus.naturalproducts.net/
- Japan Chemical Substance Dictionary (Nikkaji)
- The Natural Products AtlasLICENSEThe Natural Products Atlas is licensed under a Creative Commons Attribution 4.0 International License.https://www.npatlas.org/termsThe Natural Products Atlas Classificationhttps://www.npatlas.org/
- Metabolomics Workbench
- SpectraBaseCYLINDROL-B1https://spectrabase.com/spectrum/JBAPLV7jxkU
- WikidataCylindrol B1https://www.wikidata.org/wiki/Q77374300
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
CONTENTS