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Stemphylanthranol A
- Family: Plantae - Juncaceae
- Kingdom: Plantae
-
Class: Quinone
- Subclass: Trimeric Anthracene
| Canonical Smiles | COc1cc(O)c2c(c1c1c(OC)cc(c3c1C(=O)C1=C(C3=O)[C@H](O)[C@H]([C@@]([C@@H]1O)(C)O)O)O)C(=O)c1c(C2=O)c(c(c(c1)C)O)c1c(OC)cc(c2c1C(=O)C1=C(C2=O)[C@H](O)[C@H]([C@@]([C@@H]1O)(C)O)O)O |
|---|---|
| InChI | InChI=1S/C48H40O21/c1-11-7-12-19(26(34(11)52)25-18(69-6)10-15(51)22-29(25)40(58)33-31(38(22)56)42(60)46(64)48(3,66)44(33)62)36(54)20-13(49)8-16(67-4)23(27(20)35(12)53)24-17(68-5)9-14(50)21-28(24)39(57)32-30(37(21)55)41(59)45(63)47(2,65)43(32)61/h7-10,41-46,49-52,59-66H,1-6H3/t41-,42-,43+,44+,45+,46+,47-,48-/m0/s1 |
| InChIKey | LYUMKSDIGKNADO-AIBPSTIFSA-N |
| Formula | C48H40O21 |
| HBA | 21 |
| HBD | 12 |
| MW | 952.83 |
| Rotatable Bonds | 5 |
| TPSA | 372.87 |
| LogP | -0.0 |
| Number Rings | 9 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 69 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.29 |
| Exact Mass | 952.21 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Juncus acutus | Juncaceae | Plantae | 308385 |
Showing of synonyms
Stemphylanthranol A
2,8-dihydroxy-6-methoxy-3-methyl-1,5-bis[(5S,6R,7S,8R)-4,5,6,7,8-pentahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracene-9,10-dione
2,8-dihydroxy-6-methoxy-3-methyl-1,5-bis((5S,6R,7S,8R)-4,5,6,7,8-pentahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl)anthracene-9,10-dione
SCHEMBL23522374
CHEBI:208691
No compound-protein relationship available.
SMILES: C1CCCC(C2=O)=C1C(=O)c(c23)cccc3-c4cccc(c45)C(=O)c6c(C5=O)cccc6-c7cccc(c78)C(=O)C9=C(C8=O)CCCC9
Level: 2
Mol. Weight: 952.83 g/mol
SMILES: c1cccc(C2=O)c1C(=O)c(c23)cccc3-c4cccc(c45)C(=O)C6=C(C5=O)CCCC6
Level: 1
Mol. Weight: 952.83 g/mol
SMILES: c1cccc(c12)C(=O)C3=C(C2=O)CCCC3
Level: 0
Mol. Weight: 952.83 g/mol
SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3
Level: 0
Mol. Weight: 952.83 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.4
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 14220.780
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1859423.24
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.560
- Plasma Protein Binding
- 67.73
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 5.960
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -43240.180
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.790
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.050
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -3374757299.260
- Rat (Acute)
- 3.000
- Rat (Chronic Oral)
- 10.580
- Fathead Minnow
- 4259922.890
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 379557513.670
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -202.080
- Log(P)
- 2.41
- Log S
- -9.24
- Log(Vapor Pressure)
- -12498590.82
- Melting Point
- 377.43
- pKa Acid
- -91012.6
- pKa Basic
- -702.74
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7945 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7945 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q04631 | FNTA_RAT | Rattus norvegicus | 3 | 0.7910 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q04631 | FNTA_RAT | Rattus norvegicus | 3 | 0.7910 |
| D-aminoacyl-tRNA deacylase | Q8IIS0 | DTD_PLAF7 | Plasmodium falciparum | 3 | 0.7705 |
| D-aminoacyl-tRNA deacylase | Q8IIS0 | DTD_PLAF7 | Plasmodium falciparum | 3 | 0.7705 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 3 | 0.7621 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 3 | 0.7621 |