Cinnamtannin B1

Details

• Internal ID: 6a69da89-5657-4220-9cf3-c329ad35b347
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC5=C4C6C(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)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): 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)C1=CC(=C(C=C1)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
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₃₆O₁₈
• Molecular Weight: 864.80 g/mol
• Exact Mass: 864.19016430 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 3.30

Synonyms

• cinnamtannin B-1
• 88082-60-4
• CinnamtanninB-1
• CHEBI:69304
• LDN 0022358
• LDN-0022358
• UNII-H1059K9GIN
• Cinnamtannin B1 (constituent of cinnamomum verum bark)
• Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin
• (2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-4-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)-3,4-dihydro-2H,14H-8,14-methanobenzo[7,8][1,3]dioxocino[4,5-h]chromene-3,5,11,13,15-pentaol
• 8,14-Methano-2H,14H-1-benzopyrano(7,8-d)(1,3)benzodioxocin-3,5,11,13,15-pentol, 2,8-bis(3,4-dihydroxyphenyl)-4-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl)-3,4-dihydro-, (2R,3R,4S,8S,14R,15R)-
• UFK
• CHEMBL540956
• BYSRPHRKESMCPO-LQNPQWRQSA-
• (-)-EPICATECHIN-(4BETA-8, 2BETA-OMICRON-7)-EPICATECHIN-(4BETA-8)-EPICATECHIN)
• DTXSID601030258
• 8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol, 2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl]-3,4-dihydro-, (2R,3R,4S,8S,14R,15R)-
• AKOS040746705
• LDN0022358
• MS-31598
• HY-130237
• CS-0105921
• C17631
• Q5121058
• Cinnamtannin B1 (constituent of cinnamomum cassia bark)
• Epicatechin(2b->7,4b->8)epicatechin(4b->8)epicatechin
• Epicatechin-(4beta->8,2beta->O->7)-epicatechin-(4alpha->8)-epicatechin
• (-)-EPICATECHIN-(4beta->8, 2beta-O->7)-EPICATECHIN-(4beta->8)-EPICATECHIN)
• (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol
• (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
• (2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H,8H,14H-8,14-methano-1,7,9-trioxabenzo[6,7]cycloocta[1,2-a]naphthalene-3,5,11,13,15-pentol
• bis(3,4-dihydroxyphenyl)-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl][?]pentol
• InChI=1/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
• UFN

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.70%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.55%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL236	P41143	Delta opioid receptor	93.92%	99.35%
CHEMBL1951	P21397	Monoamine oxidase A	92.98%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.23%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.71%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.04%	99.15%
CHEMBL2535	P11166	Glucose transporter	85.61%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.60%	94.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.45%	85.11%

Plants that contains it

• Aesculus hippocastanum
• Aizoon africanum
• Alangium premnifolium
• Angelica tarokoensis
• Bombax ceiba
• Cinnamomum aromaticum
• Cinnamomum burmanni
• Cinnamomum philippinense
• Cinnamomum verum
• Cryptocarya obovata
• Dicranopteris pedata
• Diospyros ferrea
• Epimedium davidii
• Erysimum odoratum
• Frullania tamarisci
• Globba variabilis
• Heterotheca inuloides
• Ilex amara
• Isodon japonicus
• Ixora coccinea
• Kandelia candel
• Knightia excelsa
• Lasiosiphon lampranthus
• Leonurus glaucescens
• Lepidium draba
• Lindera umbellata
• Micromeria pineolens
• Pavetta owariensis
• Quercus petraea subsp. petraea
• Salacia madagascariensis
• Saussurea lyrata
• Solanum acaule
• Swertia delavayi
• Urceola micrantha
• Vaccinium vitis-idaea
• Vepris hiernii
• Vismia jefensis

Cross-Links

• PubChem: 475277
• NPASS: NPC4809
• ChEMBL: CHEMBL540956
• LOTUS: LTS0273087
• wikiData: Q5121058