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Hirtellin C
- Family: Plantae - Tamaricaceae
- Kingdom: Plantae
-
Class: Tannin
- Subclass: Hellinoyl-Type Ellagitannin
| Canonical Smiles | Oc1cc2cc(c1Oc1c(cc(c(c1O)O)O)C(=O)O[C@H]1[C@@H](O[C@H]3[C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC3)cc(c(c1O)O)O)O)O)OC(=O)c1cc(c(c(Oc3c(C(=O)O[C@H]4[C@H](OC2=O)O[C@@H]2COC(=O)c5cc(O)c(c(c5c5c(C(=O)O[C@H]2[C@@H]4OC(=O)c2cc(O)c(c(c2)O)O)cc(O)c(c5O)O)O)O)cc(O)c(c3O)O)c1)O)O)O |
|---|---|
| InChI | InChI=1S/C82H56O52/c83-27-1-17(2-28(84)47(27)96)71(111)129-67-65-41(15-121-75(115)21-9-32(88)50(99)56(105)43(21)45-23(77(117)127-65)11-34(90)52(101)58(45)107)124-81-69(67)131-79(119)25-13-36(92)54(103)60(109)62(25)123-40-8-20(5-31(87)49(40)98)74(114)134-82-70(132-80(120)26-14-37(93)55(104)61(110)63(26)126-64-38(94)6-19(7-39(64)95)73(113)133-81)68(130-72(112)18-3-29(85)48(97)30(86)4-18)66-42(125-82)16-122-76(116)22-10-33(89)51(100)57(106)44(22)46-24(78(118)128-66)12-35(91)53(102)59(46)108/h1-14,41-42,65-70,81-110H,15-16H2/t41-,42-,65-,66-,67+,68+,69-,70-,81+,82+/m1/s1 |
| InChIKey | OTEFXTOHJNWBLY-QHNYOMBNSA-N |
| Formula | C82H56O52 |
| HBA | 52 |
| HBD | 28 |
| MW | 1873.3 |
| Rotatable Bonds | 4 |
| TPSA | 866.36 |
| LogP | 4.13 |
| Number Rings | 16 |
| Number Aromatic Rings | 10 |
| Heavy Atom Count | 134 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.15 |
| Exact Mass | 1872.17 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Tamarix nilotica | Tamaricaceae | Plantae | 189799 |
| 2 | Tamarix nilotica | Tamaricaceae | Plantae | 189799 |
Showing of synonyms
Hirtellin C
144860-80-0
((11r,12s,13r,31r,33s,50r,51s,52r,70r,72s)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,57,58,59,62,63,64,77,78-docosahydroxy-9,15,28,35,48,54,67,74-octaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,53,68,71,73-dodecaoxatridecacyclo(73.2.2.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,72.052,70.055,60.061,66)octaconta-1(77),3,5,7,16,18,20,22,24,26,36,38,40(80),42,44,46,55,57,59,61,63,65,75,78-tetracosaen-51-yl) 3,4,5-trihydroxybenzoate
[(11r,12s,13r,31r,33s,50r,51s,52r,70r,72s)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,57,58,59,62,63,64,77,78-docosahydroxy-9,15,28,35,48,54,67,74-octaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,53,68,71,73-dodecaoxatridecacyclo[73.2.2.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,72.052,70.055,60.061,66]octaconta-1(77),3,5,7,16,18,20,22,24,26,36,38,40(80),42,44,46,55,57,59,61,63,65,75,78-tetracosaen-51-yl] 3,4,5-trihydroxybenzoate
Beta-d-glucopyranose, cyclic 4,6-((1s)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate)-2-(2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate) 1-(4-(6-carboxy-2,3,4-trihydroxyphenoxy)-3,5-dihydroxybenzoate) 3-(3,4,5-trihydroxybenzoate), cyclic 2-1:4-2-ester with beta-d-glucopyranose cyclic 4,6-((1s)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 3-(3,4,5-trihydroxybenzoate)
CHEMBL2375775
- Orabi MA, Taniguchi S, et al. (2010). Hydrolyzable tannins of tamaricaceous plants. III. Hellinoyl- and macrocyclic-type ellagitannins from Tamarix nilotica. Journal of Natural Products,2010,73(5),870-879. [View] [PubMed]
- Orabi MA, Taniguchi S, et al. (2013). Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica. Journal of Natural Products,2013,76(5),947-956. [View] [PubMed]
No compound-protein relationship available.
No scaffolds available.
Tumor-selective cytotoxic
Absorption
- Caco-2 (logPapp)
- -6.04
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 312152587222054267618912775438336.000
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 40794651544478524000000000000000000
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- -0.310
- Plasma Protein Binding
- 89.29
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-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
- Non-Inhibitor
Excretion
- Clearance
- 9.830
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -948791271513680994528148605370368.000
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -387402809330485922447228928.000
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.050
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Toxic
- NR-TR
- Toxic
- T. Pyriformis
- -inf
- Rat (Acute)
- 59710452106179104473088.000
- Rat (Chronic Oral)
- 158809999376798483423382470656.000
- Fathead Minnow
- 93460135800032163803989969639309312.000
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 8327484498660155268322193025808728064.000
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -4629250891712892028605377282048.000
- Log(P)
- -538899378979812850000000000
- Log S
- -13.81
- Log(Vapor Pressure)
- -274219851855206770000000000000000000
- Melting Point
- -83325586736905970000000000000
- pKa Acid
- -1998124233951273200000000000000000
- pKa Basic
- -16074845760468060000000000000000