Select a section from the left sidebar
Cinnamtannin B-1
- Family: Plantae - Rubiaceae
- Kingdom: Plantae
-
Class: Flavonoid
- Subclass: Triflavone
| Canonical Smiles | Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@H](c2ccc(c(c2)O)O)[C@@H]([C@H]1c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)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 |
| InChIKey | BYSRPHRKESMCPO-LQNPQWRQSA-N |
| Formula | C45H36O18 |
| HBA | 18 |
| HBD | 14 |
| MW | 864.77 |
| Rotatable Bonds | 4 |
| TPSA | 320.14 |
| LogP | 4.24 |
| Number Rings | 10 |
| Number Aromatic Rings | 6 |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.2 |
| Exact Mass | 864.19 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ixora coccinea | Rubiaceae | Plantae | 43503 |
Showing of synonyms
Cinnamtannin B-1
Cinnamtannin B1
88082-60-4
UNII-H1059K9GIN
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)-
(-)-EPICATECHIN-(4BETA-8, 2BETA-OMICRON-7)-EPICATECHIN-(4BETA-8)-EPICATECHIN)
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)-
Cinnamtannin B1 (constituent of cinnamomum verum bark)
Cinnamtannin B1 (constituent of cinnamomum cassia bark)
(-)-EPICATECHIN-(4beta->8, 2beta-O->7)-EPICATECHIN-(4beta->8)-EPICATECHIN)
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*))-
Unii-99dge65202
CinnamtanninB-1
CHEBI:69304
(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
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
C45H36O18
UFK
CTB-1
Cinnamtannin B-1 (Standard)
CHEMBL540956
BYSRPHRKESMCPO-LQNPQWRQSA-
GTPL13186
DTXSID601030258
AKOS040746705
FC09482
HY-130237R
DA-62332
MS-31598
HY-130237
CS-0105921
C17631
G14531
Q5121058
Epicatechin(2b->7,4b->8)epicatechin(4b->8)epicatechin
Epicatechin-(4beta->8,2beta->O->7)-epicatechin-(4alpha->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),(1)(1).0(3),?.0(1)?,(2)?]henicosa-2,8,10,15(20),16,18-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-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
(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
- Idowu TO, Ogundaini AO, et al. (2010). Doubly linked, A-type proanthocyanidin trimer and other constituents of Ixora coccinea leaves and their antioxidant and antibacterial properties. Phytochemistry,2010,71(17–18),2092-2098. [View]
Pubchem:
475277
Cas:
88082-60-4
Kegg Ligand:
C17631
Chebi:
69304
Nmrshiftdb2:
20175068
Metabolights:
MTBLC69304
Chembl:
CHEMBL540956
Pdb Ligand:
UFK
CPRiL:
104945
SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(ccc5O2)C(CC(O6)c7ccccc7)c8cccc(c89)CCC(O9)c1ccccc1
Level: 4
Mol. Weight: 864.77 g/mol
SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(ccc5O2)C(c7cccc(c78)CCCO8)CC(O6)c9ccccc9
Level: 3
Mol. Weight: 864.77 g/mol
SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(ccc5O2)C(CCO6)c7cccc(c78)CCC(O8)c9ccccc9
Level: 3
Mol. Weight: 864.77 g/mol
SMILES: c1cccc(O2)c1C3CC2Oc4ccc(c5c34)C(CC(O5)c6ccccc6)c7cccc(c78)CCC(O8)c9ccccc9
Level: 3
Mol. Weight: 864.77 g/mol
SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(ccc5O2)C(CCO6)c7cccc(c78)CCCO8
Level: 2
Mol. Weight: 864.77 g/mol
SMILES: c1cccc(O2)c1C3CC2Oc4ccc(c5c34)C(CCO5)c6cccc(c67)CCC(O7)c8ccccc8
Level: 2
Mol. Weight: 864.77 g/mol
SMILES: O1CCCc(c12)cccc2C(CC(O3)c4ccccc4)c(c3c56)ccc5OC7CC6c8c(O7)cccc8
Level: 2
Mol. Weight: 864.77 g/mol
SMILES: c1ccccc1C23CC(c4c(O3)cccc4)c5c6c(ccc5O2)CCC(O6)c7ccccc7
Level: 2
Mol. Weight: 864.77 g/mol
SMILES: O1CCCc(c12)cccc2C(CCO3)c(c3c45)ccc4OC6CC5c7c(O6)cccc7
Level: 1
Mol. Weight: 864.77 g/mol
SMILES: c1ccccc1C(O2)CCc(c2c34)ccc3OC5CC4c6c(O5)cccc6
Level: 1
Mol. Weight: 864.77 g/mol
SMILES: O1c2ccc(CCCO3)c3c2C(c4c(O5)cccc4)CC15c6ccccc6
Level: 1
Mol. Weight: 864.77 g/mol
SMILES: c1cccc(c12)OC(CC2)c3ccccc3
Level: 1
Mol. Weight: 864.77 g/mol
SMILES: O1CCCc(c1c23)ccc2OC4CC3c5c(O4)cccc5
Level: 0
Mol. Weight: 864.77 g/mol
SMILES: C1CCOc(c12)cccc2
Level: 0
Mol. Weight: 864.77 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 864.77 g/mol
Antibacterial
Antioxidant
Absorption
- Caco-2 (logPapp)
- -6.16
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 2098.04
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 275117.89
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.91
- Plasma Protein Binding
- 77.02
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 10.13
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -6391.29
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.37
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.06
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -499314719.11
- Rat (Acute)
- 2.29
- Rat (Chronic Oral)
- 4.65
- Fathead Minnow
- 630287.73
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 56150348.15
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -15.4
- Log(P)
- 2.87
- Log S
- -5.06
- Log(Vapor Pressure)
- -1848919.46
- Melting Point
- 347.57
- pKa Acid
- -13424.07
- pKa Basic
- -73.55
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Multidrug-efflux transporter 1 regulator | P39075 | BMRR_BACSU | Bacillus subtilis | 3 | 0.9036 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 3 | 0.9019 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 3 | 0.8790 |
| Alpha amylase | B8CZ54 | B8CZ54_HALOH | Halothermothrix orenii | 3 | 0.8742 |
| NAD(P)H-hydrate epimerase | Q8K4Z3 | NNRE_MOUSE | Mus musculus | 3 | 0.8468 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.8440 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8324 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8267 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 4 | 0.8254 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 3 | 0.8196 |
| Gag-Pol polyprotein | P03369 | POL_HV1A2 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.8096 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 3 | 0.8092 |
| Riboflavin synthase | P0AFU8 | RISA_ECOLI | Escherichia coli | 4 | 0.8088 |
| Cyclic nucleotide-binding protein | B8FW11 | B8FW11_DESHD | Desulfitobacterium hafniense | 4 | 0.7928 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.7917 |
| Transcriptional regulator, PadR-like family | A2RI36 | A2RI36_LACLM | Lactococcus lactis subsp. cremoris | 3 | 0.7809 |
| Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase | Q05603 | COBT_SALTY | Salmonella typhimurium | 3 | 0.7733 |
| Nitric oxide synthase oxygenase | O34453 | NOSO_BACSU | Bacillus subtilis | 4 | 0.7720 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7646 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 3 | 0.7440 |
| Thymidine phosphorylase | Q7CP66 | TYPH_SALTY | Salmonella typhimurium | 3 | 0.7416 |
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.7358 |
| Polymerase acidic protein | Q5EP34 | Q5EP34_9INFA | Influenza A virus | 3 | 0.7316 |
| Neopullulanase 2 | Q08751 | NEPU2_THEVU | Thermoactinomyces vulgaris | 3 | 0.7316 |
| Tyrosine-protein kinase JAK2 | O60674 | JAK2_HUMAN | Homo sapiens | 3 | 0.7294 |
| Histone deacetylase 4 | P56524 | HDAC4_HUMAN | Homo sapiens | 3 | 0.7156 |
| Gag-Pol polyprotein | P03367 | POL_HV1BR | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7116 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 4 | 0.7102 |
| Reticuline oxidase | P30986 | RETO_ESCCA | Eschscholzia californica | 5 | 0.7002 |
| Small heat shock protein StHsp14.0 | Q970D9 | Q970D9_SULTO | Sulfurisphaera tokodaii | 3 | 0.7002 |