Voucapan-5-ol - Compound Card

Voucapan-5-ol

Select a section from the left sidebar

Voucapan-5-ol

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Furanoditerpene
Canonical Smiles C[C@@H]1[C@@H]2CC[C@@]3([C@]([C@H]2Cc2c1cco2)(C)CCCC3(C)C)O
InChI InChI=1S/C20H30O2/c1-13-14-6-10-20(21)18(2,3)8-5-9-19(20,4)16(14)12-17-15(13)7-11-22-17/h7,11,13-14,16,21H,5-6,8-10,12H2,1-4H3/t13-,14+,16+,19-,20-/m1/s1
InChIKey UTKODYLDECQIFP-RUTGWLNGSA-N
Formula C20H30O2
HBA 2
HBD 1
MW 302.46
Rotatable Bonds 0
TPSA 33.37
LogP 4.91
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 302.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Caesalpinia volkensii Leguminosae/Fabaceae Plantae 1387603

Showing of synonyms

  • Ochieng' CO, Owuor PO, et al. (2012). Antinociceptive and antiplasmodial activities of cassane furanoditerpenes from Caesalpinia volkensii H. root bark.. Fitoterapia,2012,83(1),74-80. [View] [PubMed]
Pubchem: 73354918
Nmrshiftdb2: 60057205

No compound-protein relationship available.

Structure

SMILES: c1coc(c12)CC3C4C(CCC3C2)CCCC4

Level: 0

Mol. Weight: 302.46 g/mol

Antinociceptive

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.4
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.27

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.08
Plasma Protein Binding
71.49
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
16.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.57
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.06
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.64
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
Safe
T. Pyriformis
-0.26
Rat (Acute)
1.89
Rat (Chronic Oral)
1.7
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
356.22
Hydration Free Energy
-4.52
Log(D) at pH=7.4
4.55
Log(P)
5.07
Log S
-4.64
Log(Vapor Pressure)
-6.33
Melting Point
156.71
pKa Acid
11.29
pKa Basic
8.02
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7511
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7511
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7387
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7387
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7377
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7377
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7137
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7137
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7080
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7080
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7047
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7047
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7011
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7011

Download SDF