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Aulacocarpin A
- Family: Plantae - Loganiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene
| Canonical Smiles | COC(=O)/C(=C/C[C@H]1[C@]2(CCC3[C@]1(C)CC[C@@H](C3(C)C)O)OC2)/C1OC1 |
|---|---|
| InChI | InChI=1S/C21H32O5/c1-19(2)15-7-10-21(12-26-21)16(20(15,3)9-8-17(19)22)6-5-13(14-11-25-14)18(23)24-4/h5,14-17,22H,6-12H2,1-4H3/b13-5+/t14?,15?,16-,17+,20+,21-/m1/s1 |
| InChIKey | DQKIVJKTAXWJRV-LIBMKBHYSA-N |
| Formula | C21H32O5 |
| HBA | 5 |
| HBD | 1 |
| MW | 364.48 |
| Rotatable Bonds | 4 |
| TPSA | 71.59 |
| LogP | 2.86 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.86 |
| Exact Mass | 364.22 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Aframomum escapum | Loganiaceae | Plantae | 188478 |
Showing of synonyms
Aulacocarpin A
- Ayimele G, Tane P, et al. (2004). Aulacocarpin A and B, nerolidol and β-sitosterol glucoside from Aframomum escapum. Biochemical Systematics and Ecology, 2004, 32(12), 1205-1207. [View]
Pubchem:
10473976
No compound-protein relationship available.
SMILES: O1CC1C=CCC(C23CO3)C4C(CC2)CCCC4
Level: 1
Mol. Weight: 364.48 g/mol
SMILES: O1CC12CC3C(CC2)CCCC3
Level: 0
Mol. Weight: 364.48 g/mol
SMILES: C1CO1
Level: 0
Mol. Weight: 364.48 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.99
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.660
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.35
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.260
- Plasma Protein Binding
- 33.4
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- 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
- 13.490
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.450
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- -0.030
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.550
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -7.400
- Rat (Acute)
- 2.680
- Rat (Chronic Oral)
- 1.610
- Fathead Minnow
- 4.100
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 423.000
- Hydration Free Energy
- -4.920
- Log(D) at pH=7.4
- 3.590
- Log(P)
- 3.19
- Log S
- -4.08
- Log(Vapor Pressure)
- -5.81
- Melting Point
- 78.4
- pKa Acid
- 5.7
- pKa Basic
- 4.48
No predicted protein targets found for this compound.