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Wentibianthrone B
- Family: Fungi - Trichocomaceae
- Kingdom: Fungi
- Class: Bianthrone
| Canonical Smiles | OC[C@@H](COC(=O)c1c(C)cc2c(c1O)C(=O)c1c(C2C2c3cc(C)cc(c3C(=O)c3c2cc(OC)cc3OC)O)cc(cc1O)O)O |
|---|---|
| InChI | InChI=1S/C36H32O12/c1-14-5-19-27(22-10-18(46-3)11-25(47-4)31(22)34(43)29(19)23(40)6-14)28-20-7-15(2)26(36(45)48-13-17(39)12-37)33(42)32(20)35(44)30-21(28)8-16(38)9-24(30)41/h5-11,17,27-28,37-42H,12-13H2,1-4H3/t17-,27?,28?/m0/s1 |
| InChIKey | CHNYWESALWQWFE-UYFYBKGWSA-N |
| Formula | C36H32O12 |
| HBA | 12 |
| HBD | 6 |
| MW | 656.64 |
| Rotatable Bonds | 7 |
| TPSA | 200.28 |
| LogP | 3.71 |
| Number Rings | 6 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 48 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.25 |
| Exact Mass | 656.19 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Aspergillus wentii | Trichocomaceae | Fungi | 5066 |
Showing of synonyms
Wentibianthrone B
[(2S)-2,3-dihydroxypropyl] 1,6,8-trihydroxy-10-(5-hydroxy-2,4-dimethoxy-7-methyl-10-oxo-9H-anthracen-9-yl)-3-methyl-9-oxo-10H-anthracene-2-carboxylate
((2S)-2,3-dihydroxypropyl) 1,6,8-trihydroxy-10-(5-hydroxy-2,4-dimethoxy-7-methyl-10-oxo-9H-anthracen-9-yl)-3-methyl-9-oxo-10H-anthracene-2-carboxylate
(2S)-2,3-Dihydroxypropyl 4,4',5,7-tetrahydroxy-5',7'-dimethoxy-2,2'-dimethyl-10,10'-dioxo-9H,9'H,10H,10'H-(9,9'-bianthracene)-3-carboxylic acid
(2S)-2,3-Dihydroxypropyl 4,4',5,7-tetrahydroxy-5',7'-dimethoxy-2,2'-dimethyl-10,10'-dioxo-9H,9'H,10H,10'H-[9,9'-bianthracene]-3-carboxylic acid
CHEMBL4458491
CHEBI:227183
No compound-protein relationship available.
SMILES: c1cccc(C2=O)c1C(c(c23)cccc3)C(c(c45)cccc5)c6c(C4=O)cccc6
Level: 1
Mol. Weight: 656.64 g/mol
SMILES: c1cccc(c12)Cc3c(C2=O)cccc3
Level: 0
Mol. Weight: 656.64 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.11
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -4.72
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 98.6
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.08
- Plasma Protein Binding
- 65.06
- 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
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 6.38
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.75
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.86
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.38
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- 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
- -178381.24
- Rat (Acute)
- 2.48
- Rat (Chronic Oral)
- 4.37
- Fathead Minnow
- 240.79
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 12730.64
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 3.45
- Log(P)
- 6.0
- Log S
- -6.56
- Log(Vapor Pressure)
- -484.78
- Melting Point
- 234.63
- pKa Acid
- 6.0
- pKa Basic
- 4.61
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Riboflavin synthase | P0AFU8 | RISA_ECOLI | Escherichia coli | 4 | 0.9244 |
| Acetylcholinesterase | P21836 | ACES_MOUSE | Mus musculus | 3 | 0.8732 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8714 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q4WP27 | Q4WP27_ASPFU | Aspergillus fumigatus | 3 | 0.8247 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q04631 | FNTA_RAT | Rattus norvegicus | 3 | 0.8230 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.8156 |
| D-aminoacyl-tRNA deacylase | Q8IIS0 | DTD_PLAF7 | Plasmodium falciparum | 3 | 0.7940 |
| Serine/threonine-protein kinase pim-1 | P11309 | PIM1_HUMAN | Homo sapiens | 3 | 0.7592 |
| Gag-Pol polyprotein | P12497 | POL_HV1N5 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7513 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.7509 |
| Gag-Pol polyprotein | P05896 | POL_SIVM1 | Simian immunodeficiency virus | 3 | 0.7495 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7491 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.7414 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.7376 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7375 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7366 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7354 |
| 4-hydroxyphenylacetate 3-monooxygenase | Q8YHT7 | Q8YHT7_BRUME | Brucella melitensis biotype 1 | 2 | 0.7326 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7305 |
| Thymidylate synthase | P00469 | TYSY_LACCA | Lacticaseibacillus casei | 4 | 0.7298 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7234 |
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.7227 |
| HTH-type transcriptional regulator QacR | P0A0N3 | QACR_STAAM | Staphylococcus aureus | 3 | 0.7221 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7189 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 4 | 0.7158 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 3 | 0.7129 |
| Thymidylate synthase | P0A884 | TYSY_ECOLI | Escherichia coli | 4 | 0.7108 |
| Disks large homolog 1 | Q12959 | DLG1_HUMAN | Homo sapiens | 3 | 0.7078 |
| Ribosomal small subunit pseudouridine synthase A | P0AA43 | RSUA_ECOLI | Escherichia coli | 3 | 0.7052 |
| Mitochondrial poly(A) polymerase | F1NBW0 | F1NBW0_CHICK | Gallus gallus | 2 | 0.7016 |