3beta-hydroxyoplopanone - Compound Card

3beta-hydroxyoplopanone

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3beta-hydroxyoplopanone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)O[C@H]1C[C@@H](O)[C@]2([C@H]([C@@]1(C)O)CC(=CC2)C(C)C)C
InChI InChI=1S/C17H28O4/c1-10(2)12-6-7-16(4)13(8-12)17(5,20)15(9-14(16)19)21-11(3)18/h6,10,13-15,19-20H,7-9H2,1-5H3/t13-,14-,15+,16-,17-/m1/s1
InChIKey USVOXDPFEPEEHF-NQNKBUKLSA-N
Formula C17H28O4
HBA 4
HBD 2
MW 296.41
Rotatable Bonds 2
TPSA 66.76
LogP 2.43
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 296.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pallenis spinosa Asteraceae Plantae 73981

Showing of synonyms

  • Ahmed AA, Jakupovic J, et al. (1990). Dihydroxypallenone, a sesquiterpene with a new carbon skeleton from Pallenis spinosa. Phytochemistry,1990,29(10),3355-3358. [View]
Pubchem: 163056185
Nmrshiftdb2: 60045527

No compound-protein relationship available.

Structure

SMILES: C1C=CCC(C12)CCCC2

Level: 0

Mol. Weight: 296.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.54
Plasma Protein Binding
50.64
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.17
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.18
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.11
Micronucleos
Safe
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
-0.01
Rat (Acute)
2.59
Rat (Chronic Oral)
1.79
Fathead Minnow
3.86
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
330.09
Hydration Free Energy
-8.0
Log(D) at pH=7.4
1.71
Log(P)
3.2
Log S
-3.23
Log(Vapor Pressure)
-5.57
Melting Point
134.81
pKa Acid
8.85
pKa Basic
5.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8082
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8082
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7866
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7866
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7360
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7360
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7312
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7312
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7016
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7016

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