Monacanthin A
- Family: Plantae - Chenopodiaceae
- Kingdom: Plantae
-
Class: Tannin
- Subclass: Galloyltannin Analogue
| Canonical Smiles | O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@H](COC(=O)c2ccc(c(c2)O)O)[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O |
|---|---|
| InChI | InChI=1S/C41H32O25/c42-18-2-1-13(3-19(18)43)36(56)61-12-28-33(63-37(57)14-4-20(44)29(52)21(45)5-14)34(64-38(58)15-6-22(46)30(53)23(47)7-15)35(65-39(59)16-8-24(48)31(54)25(49)9-16)41(62-28)66-40(60)17-10-26(50)32(55)27(51)11-17/h1-11,28,33-35,41-55H,12H2/t28-,33-,34+,35-,41+/m1/s1 |
| InChIKey | GHKSEKWJXOUEAW-BRDAJWAFSA-N |
| Formula | C41H32O25 |
| HBA | 25 |
| HBD | 14 |
| MW | 924.68 |
| Rotatable Bonds | 11 |
| TPSA | 423.95 |
| LogP | 1.98 |
| Number Rings | 6 |
| Number Aromatic Rings | 5 |
| Heavy Atom Count | 66 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.15 |
| Exact Mass | 924.12 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Cornulaca monacantha | Chenopodiaceae | Plantae | 454476 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)C(OC(=O)c4ccccc4)C(OC(=O)c5ccccc5)C(O2)OC(=O)c6ccccc6
Level: 5
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)CC(OC(=O)c4ccccc4)C(O2)OC(=O)c5ccccc5
Level: 4
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)C(OC(=O)c4ccccc4)CC(O2)OC(=O)c5ccccc5
Level: 4
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)C(OC(=O)c4ccccc4)C(CO2)OC(=O)c5ccccc5
Level: 4
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2OC(COC(=O)c3ccccc3)CC(OC(=O)c4ccccc4)C2OC(=O)c5ccccc5
Level: 4
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)C(OC(=O)c4ccccc4)OCC2OC(=O)c5ccccc5
Level: 4
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CCC(OC(=O)c3ccccc3)C(O2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CC(OC(=O)c3ccccc3)CC(O2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CC(OC(=O)c3ccccc3)C(CO2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)CCC(O2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)CC(CO2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(OC(=O)c3ccccc3)C(CCO2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)OCC(C2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)COCC2OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)COC(C2)OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)CCOC2OC(=O)c4ccccc4
Level: 3
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CCC(CO2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CC(CCO2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2C(CCCO2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(OC2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2CC(OCC2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2CC(COC2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(OCCC2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3ccccc3
Level: 2
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OCC2CCCCO2
Level: 1
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2CCOCC2
Level: 1
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2CCCOC2
Level: 1
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1C(=O)OC2CCCCO2
Level: 1
Mol. Weight: 924.68 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 924.68 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 924.68 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.5
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 2419.69
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 317062.98
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.42
- Plasma Protein Binding
- 19.25
- 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
- Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 12.61
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -7364.89
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.16
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 3.94
- Micronucleos
- Toxic
- NR-AhR
- Toxic
- 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
- -575452266.12
- Rat (Acute)
- 2.57
- Rat (Chronic Oral)
- 5.32
- Fathead Minnow
- 726397.72
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 64710721.7
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -22.69
- Log(P)
- 1.93
- Log S
- -7.57
- Log(Vapor Pressure)
- -2130930.95
- Melting Point
- 381.99
- pKa Acid
- -15482.24
- pKa Basic
- -94.6
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Flavoredoxin | Q72HI0 | Q72HI0_THET2 | Thermus thermophilus | 3 | 0.9208 |
| Flavoredoxin | Q72HI0 | Q72HI0_THET2 | Thermus thermophilus | 3 | 0.9208 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.9114 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.9114 |
| NAD(P)H-hydrate epimerase | Q8K4Z3 | NNRE_MOUSE | Mus musculus | 3 | 0.8095 |
| NAD(P)H-hydrate epimerase | Q8K4Z3 | NNRE_MOUSE | Mus musculus | 3 | 0.8095 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7876 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7876 |
| Polyprotein | Q80J95 | Q80J95_9CALI | Murine norovirus 1 | 3 | 0.7644 |
| Polyprotein | Q80J95 | Q80J95_9CALI | Murine norovirus 1 | 3 | 0.7644 |
| Cathepsin S | P25774 | CATS_HUMAN | Homo sapiens | 3 | 0.7499 |
| Cathepsin S | P25774 | CATS_HUMAN | Homo sapiens | 3 | 0.7499 |
| 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase | Q81LL4 | MTNN_BACAN | Bacillus anthracis | 3 | 0.7262 |
| 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase | Q81LL4 | MTNN_BACAN | Bacillus anthracis | 3 | 0.7262 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7163 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7163 |
| Thymidylate synthase | P0A884 | TYSY_ECOLI | Escherichia coli | 4 | 0.7103 |
| Thymidylate synthase | P0A884 | TYSY_ECOLI | Escherichia coli | 4 | 0.7103 |
| WxcM-like protein | Q12KT8 | Q12KT8_SHEDO | Shewanella denitrificans | 4 | 0.7074 |
| WxcM-like protein | Q12KT8 | Q12KT8_SHEDO | Shewanella denitrificans | 4 | 0.7074 |