Ent-trachylobane-3beta-hydroperoxide - Compound Card

Ent-trachylobane-3beta-hydroperoxide

Select a section from the left sidebar

Ent-trachylobane-3beta-hydroperoxide

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OO[C@H]1CC[C@@]2(C(C1(C)C)CC[C@]13C2C[C@H]2[C@@H](C1)[C@]2(C3)C)C
InChI InChI=1S/C20H32O2/c1-17(2)14-5-8-20-10-13-12(19(13,4)11-20)9-15(20)18(14,3)7-6-16(17)22-21/h12-16,21H,5-11H2,1-4H3/t12-,13+,14?,15?,16-,18+,19-,20-/m0/s1
InChIKey SAWUBSJUQLCRNS-SFCCFDPRSA-N
Formula C20H32O2
HBA 2
HBD 1
MW 304.47
Rotatable Bonds 1
TPSA 29.46
LogP 5.13
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 304.24
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Chrozophora oblongifolia Euphorbiaceae Plantae 344429

Showing of synonyms

  • Kamel M.R, Nafady A.M, et al. (2021). Ent-trachylobane-3β-hydroperoxide, a new diterpene from the root bark of Chrozophora oblongifolia (Fam.; Euphorbiaceae). Natural product research, 2021, 35(19), 3177-3184. [View] [PubMed]
CPRiL: 107530
Structure

SMILES: C1C2C(C3)C2CC(C134)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 304.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.200
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.95

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.220
Plasma Protein Binding
67.09
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
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
18.230
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.810
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.180
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.220
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-1.660
Rat (Acute)
1.970
Rat (Chronic Oral)
1.400
Fathead Minnow
3.880
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
351.630
Hydration Free Energy
-4.350
Log(D) at pH=7.4
5.030
Log(P)
4.97
Log S
-5.74
Log(Vapor Pressure)
-5.5
Melting Point
184.28
pKa Acid
10.28
pKa Basic
8.72

No predicted protein targets found for this compound.

Download SDF