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Khayanolide D
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
Canonical Smiles | COC(=O)C[C@H]1[C@@]2(C)C[C@]3([C@]1(C)C1CC[C@@]4([C@@]5([C@]1([C@H]3[C@H]([C@H]2O)O5)O)CC(=O)O[C@H]4c1ccoc1)C)O |
---|---|
InChI | InChI=1S/C27H34O9/c1-22-12-25(31)19-18(20(22)30)36-26-10-17(29)35-21(13-6-8-34-11-13)23(26,2)7-5-14(27(19,26)32)24(25,3)15(22)9-16(28)33-4/h6,8,11,14-15,18-21,30-32H,5,7,9-10,12H2,1-4H3/t14?,15-,18+,19-,20+,21-,22+,23-,24+,25-,26+,27-/m0/s1 |
InChIKey | LVKULLURUFYYEU-WSAROZLISA-N |
Formula | C27H34O9 |
HBA | 9 |
HBD | 3 |
MW | 502.56 |
Rotatable Bonds | 3 |
TPSA | 135.66 |
LogP | 1.88 |
Number Rings | 7 |
Number Aromatic Rings | 1 |
Heavy Atom Count | 36 |
Formal Charge | 0 |
Fraction CSP3 | 0.78 |
Exact Mass | 502.22 |
Number of Lipinski Rule Violations | 1 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Khaya senegalensis | Meliaceae | Plantae | 587579 |
Showing of synonyms
Khayanolide D
Pubchem:
101195134
No compound-protein relationship available.
SMILES: c1occc1C(OC(=O)C2)C3CCC4C(C5C6C4C237)CC(C5)CC6O7
Level: 1
Mol. Weight: 502.56 g/mol
SMILES: O1C2CC(C3)CC(C3C2C4C156)C4CCC5COC(=O)C6
Level: 0
Mol. Weight: 502.56 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 502.56 g/mol
Antifeedant
Absorption
- Caco-2 (logPapp)
- -5.53
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.880
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -0.79
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.600
- Plasma Protein Binding
- 79.21
- 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
- 2.670
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.450
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.650
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.500
- Micronucleos
- Toxic
- NR-AhR
- Safe
- 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
- -886.740
- Rat (Acute)
- 5.070
- Rat (Chronic Oral)
- 2.930
- Fathead Minnow
- 2.950
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 457.970
- Hydration Free Energy
- -2.890
- Log(D) at pH=7.4
- 2.070
- Log(P)
- 1.84
- Log S
- -3.69
- Log(Vapor Pressure)
- -10.63
- Melting Point
- 239.37
- pKa Acid
- 5.97
- pKa Basic
- 4.95
Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
---|---|---|---|---|---|
Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.7929 |
Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.7929 |
Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7363 |
Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7363 |
Polyribonucleotide nucleotidyltransferase | A7ZS61 | PNP_ECO24 | Escherichia coli O139:H28 | 3 | 0.7105 |
Polyribonucleotide nucleotidyltransferase | A7ZS61 | PNP_ECO24 | Escherichia coli O139:H28 | 3 | 0.7105 |