Cinnamtannin B2

Details

• Internal ID: 0c358dd2-78c7-4315-9381-804e2464c631
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1R,5R,6R,7S,13R,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]-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-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
• InChI: InChI=1S/C60H48O24/c61-23-13-34(71)42-40(14-23)80-54(20-2-6-26(63)31(68)10-20)51(77)48(42)45-36(73)17-37(74)46-50-47-41(83-60(59(50)79,84-58(45)46)22-4-8-28(65)33(70)12-22)18-38(75)44-49(52(78)55(82-57(44)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15-39(76)53(81-56(24)43)19-1-5-25(62)30(67)9-19/h1-14,16-18,39,48-55,59,61-79H,15H2/t39-,48-,49+,50-,51-,52-,53-,54-,55-,59-,60-/m1/s1
• InChI Key: QRQAODSINXAOBF-UKTWWWBFSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₄₈O₂₄
• Molecular Weight: 1153.00 g/mol
• Exact Mass: 1152.25355239 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: 4.30

Synonyms

• 88038-12-4
• 99DGE65202
• 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)-10-((2R,3R,4R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-3,5,7-TRIHYDROXY-2H-1-BENZOPYRAN-4-YL)-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,8R,14R,15R)-
• 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)-10-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-4-yl]-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,8R,14R,15R)-
• RefChem:32522
• CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM CASSIA BARK)
• CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM VERUM BARK)
• CHEBI:81229
• (1R,5R,6R,7S,13R,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]-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-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
• UNII-99DGE65202
• CHEMBL410924
• orb1942049
• HY-N12221
• 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)-10-(2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-4-yl)-4-(2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl)-3,4-dihydro-, (2R-(2alpha,3alpha,4beta(2R*,3R*),8beta,10(2R*,3R*,4R*),14beta,15R*))-
• DA-62333
• CS-0895633
• C17629
• Q27155171
• CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC]
• CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC]
• Epicatechin(4b->8)epicatechin(2b->7,4b->8)epicatechin(4b->8)epicatechin
• (1R,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-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
• bis(3,4-dihydroxyphenyl)-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl][?]pentol
• InChI=1/C60H48O24/c61-23-13-34(71)42-40(14-23)80-54(20-2-6-26(63)31(68)10-20)51(77)48(42)45-36(73)17-37(74)46-50-47-41(83-60(59(50)79,84-58(45)46)22-4-8-28(65)33(70)12-22)18-38(75)44-49(52(78)55(82-57(44)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15

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	99.72%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.86%	97.93%
CHEMBL4040	P28482	MAP kinase ERK2	95.60%	83.82%
CHEMBL236	P41143	Delta opioid receptor	94.52%	99.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.74%	98.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.23%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.44%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.53%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.17%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.40%	94.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.29%	85.11%

Plants that contains it

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

Cross-Links

• PubChem: 16130973
• NPASS: NPC86630
• ChEMBL: CHEMBL410924
• LOTUS: LTS0240359
• wikiData: Q27155171