14-anhydroacovenosigenin A 3-O-[beta-D-glucopyranosyl-(1′′→4′)-O-alpha-L-acofriopyranoside]
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Cardenolide
| Canonical Smiles | COC1C(O)C(OC2C[C@@H](O)[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3(C2=CC[C@@H]3C2=CC(=O)OC2)C)C)OC(C1OC1OC(CO)C(C(C1O)O)O)C |
|---|---|
| InChI | InChI=1S/C36H54O13/c1-16-31(49-33-29(42)28(41)27(40)24(14-37)48-33)32(44-4)30(43)34(46-16)47-19-12-18-5-6-20-22-8-7-21(17-11-26(39)45-15-17)35(22,2)10-9-23(20)36(18,3)25(38)13-19/h8,11,16,18-21,23-25,27-34,37-38,40-43H,5-7,9-10,12-15H2,1-4H3/t16?,18-,19?,20+,21-,23+,24?,25-,27?,28?,29?,30?,31?,32?,33?,34?,35-,36+/m1/s1 |
| InChIKey | BRXMBPYISLTJLU-SEHFSPQVSA-N |
| Formula | C36H54O13 |
| HBA | 13 |
| HBD | 6 |
| MW | 694.82 |
| Rotatable Bonds | 7 |
| TPSA | 193.83 |
| LogP | 0.71 |
| Number Rings | 7 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 49 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.86 |
| Exact Mass | 694.36 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Acokanthera oblongifolia | Apocynaceae | Plantae | 52820 |
Showing of synonyms
No compound-protein relationship available.
SMILES: C1OC(=O)C=C1C(CC2)C(C=23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 694.82 g/mol
SMILES: C1CCC(C=12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6
Level: 2
Mol. Weight: 694.82 g/mol
SMILES: C1OC(=O)C=C1C(CC2)C(C=23)CCC4C3CCC5C4CCC(C5)OC6CCCCO6
Level: 2
Mol. Weight: 694.82 g/mol
SMILES: C1CCC(C=12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 694.82 g/mol
SMILES: C1OC(=O)C=C1C(CC2)C(C=23)CCC4C3CCC5C4CCCC5
Level: 1
Mol. Weight: 694.82 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 694.82 g/mol
SMILES: C1CCC(C=12)CCC3C2CCC4C3CCCC4
Level: 0
Mol. Weight: 694.82 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 694.82 g/mol
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 694.82 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.3
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.380
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 284.42
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.910
- Plasma Protein Binding
- 58.45
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.380
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -4.700
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.760
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.840
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -518313.060
- Rat (Acute)
- 3.870
- Rat (Chronic Oral)
- 3.690
- Fathead Minnow
- 664.840
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 55179.250
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.780
- Log(P)
- 0.92
- Log S
- -2.86
- Log(Vapor Pressure)
- -1752.85
- Melting Point
- 222.57
- pKa Acid
- 3.78
- pKa Basic
- 5.34
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9521 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.8691 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8365 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 3 | 0.7743 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.7446 |