Quivisianone - Compound Card

Quivisianone

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Quivisianone

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles COC(=O)C[C@H]1C(C)(C)[C@H](OC(=O)/C(=C/C)/C)[C@]2(C(=O)[C@]1(C)[C@H]1CC[C@@]([C@@](C1=C2)(O)CC(=O)OC)(C)C(=O)c1ccoc1)O
InChI InChI=1S/C33H42O11/c1-9-18(2)26(37)44-28-29(3,4)22(14-23(34)41-7)31(6)20-10-12-30(5,25(36)19-11-13-43-17-19)33(40,16-24(35)42-8)21(20)15-32(28,39)27(31)38/h9,11,13,15,17,20,22,28,39-40H,10,12,14,16H2,1-8H3/b18-9+/t20-,22-,28-,30-,31+,32-,33+/m0/s1
InChIKey WAYBSNDGZSTRBA-FEWLLPIYSA-N
Formula C33H42O11
HBA 11
HBD 2
MW 614.69
Rotatable Bonds 8
TPSA 166.64
LogP 3.52
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 614.27
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Quivisia papinae Meliaceae Plantae —

Showing of synonyms

  • Coombes PH, Mulholland DA, et al. (2005). Mexicanolide limonoids from the Madagascan MeliaceaeQuivisia papinae. Phytochemistry, 2005, 66(10), 1100–1107. [View]
Pubchem: 101740825
Nmrshiftdb2: 80011969

No compound-protein relationship available.

Structure

SMILES: c1occc1C(=O)C(C2)CCC(C2=3)C4C(=O)C(C3)CCC4

Level: 1

Mol. Weight: 614.69 g/mol

Structure

SMILES: C1CCCC(C1=2)C3C(=O)C(C2)CCC3

Level: 0

Mol. Weight: 614.69 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 614.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.630
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
5.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.660
Plasma Protein Binding
98.9
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.190
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.980
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.370
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.760
Micronucleos
Toxic
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
Safe
T. Pyriformis
-13832.730
Rat (Acute)
3.890
Rat (Chronic Oral)
3.200
Fathead Minnow
35.800
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
277.750
Hydration Free Energy
-2.920
Log(D) at pH=7.4
3.240
Log(P)
3.65
Log S
-4.84
Log(Vapor Pressure)
-13.42
Melting Point
184.1
pKa Acid
5.8
pKa Basic
2.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8609
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8343
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.8162
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7529
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7520
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7504
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7444
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7407
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7342
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7342
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7308
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7274
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7240
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7224
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7157
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7157
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7157
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7141
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7128
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7090
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 2 0.7082
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7079
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 2 0.7070
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7068
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7065
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7029
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7006

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