Khayalactol - Compound Card

Khayalactol

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Khayalactol

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Limonoid
Canonical Smiles COC(=O)[C@H]([C@H]1C(C)(C)C(=O)[C@]2([C@]3([C@]1(C)[C@H]1CC[C@@]4([C@H]([C@@]1(O3)C2)CC(=O)O[C@H]4c1ccoc1)C)O)O)O
InChI InChI=1S/C27H34O10/c1-22(2)18(17(29)20(30)34-5)24(4)14-6-8-23(3)15(10-16(28)36-19(23)13-7-9-35-11-13)25(14)12-26(32,21(22)31)27(24,33)37-25/h7,9,11,14-15,17-19,29,32-33H,6,8,10,12H2,1-5H3/t14-,15-,17+,18+,19+,23-,24-,25-,26-,27-/m1/s1
InChIKey GQSKLPDTOGRXHH-PPIMSCDMSA-N
Formula C27H34O10
HBA 10
HBD 3
MW 518.56
Rotatable Bonds 3
TPSA 152.73
LogP 1.66
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.74
Exact Mass 518.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Khaya senegalensis Meliaceae Plantae 587579

Showing of synonyms

  • Nakatani M, Abdelgaleil SA, et al. (2001). Antifeedant rings B and D opened limonoids from Khaya senegalensis. Journal of Natural Products,2001,64(10),1261-1265. [View] [PubMed]
Pubchem: 10625743

No compound-protein relationship available.

Structure

SMILES: c1occc1C2OC(=O)CC3C2CCC(C345)C6C(O5)C(C4)C(=O)CC6

Level: 1

Mol. Weight: 518.56 g/mol

Structure

SMILES: C1CC(=O)C(C2)C(O3)C1C(C234)CCC5C4CC(=O)OC5

Level: 0

Mol. Weight: 518.56 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 518.56 g/mol

Antifeedant
Antiviral

Absorption

Caco-2 (logPapp)
-5.5
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.630
Plasma Protein Binding
82.71
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.300
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.700
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.250
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.390
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
-956.220
Rat (Acute)
4.040
Rat (Chronic Oral)
2.970
Fathead Minnow
2.860
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
431.110
Hydration Free Energy
-2.820
Log(D) at pH=7.4
2.150
Log(P)
1.54
Log S
-3.4
Log(Vapor Pressure)
-10.68
Melting Point
251.72
pKa Acid
4.43
pKa Basic
3.95
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9012
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9012
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8792
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8792
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8747
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8747
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8745
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8745
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8592
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8592
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8464
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8464
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8329
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8329
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7861
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7861
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7860
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7860
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7759
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7759
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7694
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7694
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7560
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7560
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7500
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7500
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7439
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7439
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7382
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7382
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7378
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7378
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7276
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7276
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7239
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7239
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7076
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7076
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7070
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7070
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7055
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7055

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