cinnamtannin B1   Click here for help

GtoPdb Ligand ID: 13186

Synonyms: Cinnamtannin B-1 | CTB-1
PDB Ligand
Compound class: Natural product
Comment: Cinnamtannin B1 is naturally produced by Cinnamomum (cinnamon) species trees [1]. Chemically it is a proanthocyanidin compound. Anti-tumour, antioxidant and wound healing activities have been reported [2-3,5-7].

cinnamtannin B1 is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 18
Hydrogen bond donors 14
Rotatable bonds 4
Topological polar surface area 320.14
Molecular weight 864.76
XLogP 1.07
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C1=C(C=C(C(=C1)O)O)[C@@H]2[C@@H](CC3=C(C=C(C(=C3O2)[C@H]4C5=C(C=C6C(=C5O[C@H](C7=CC=C(C(=C7)O)O)[C@@H]4O)[C@H]8C9=C(C=C(C=C9O)O)O[C@](C%10=CC=C(C(=C%10)O)O)([C@@H]8O)O6)O)O)O)O
Isomeric SMILES C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC5=C4[C@@H]6[C@H]([C@](O5)(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)O)O)C9=CC(=C(C=C9)O)O)O)O)O)C%10=CC(=C(C=C%10)O)O)O
InChI InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1
InChI Key BYSRPHRKESMCPO-LQNPQWRQSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Natural product
Synonyms Click here for help
Cinnamtannin B-1 | CTB-1
Database Links Click here for help
ChEBI CHEBI:69304
ChEMBL Ligand CHEMBL540956
GtoPdb PubChem SID 491299968
PubChem CID 475277
RCSB PDB Ligand UFK
Search Google for chemical match using the InChIKey BYSRPHRKESMCPO-LQNPQWRQSA-N
Search Google for chemicals with the same backbone BYSRPHRKESMCPO
UniChem Compound Search for chemical match using the InChIKey BYSRPHRKESMCPO-LQNPQWRQSA-N
UniChem Connectivity Search for chemical match using the InChIKey BYSRPHRKESMCPO-LQNPQWRQSA-N

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MedChemExpress
Cinnamtannin B-1 (links to external site)
Cat. No. HY-130237