6-hydroxysalvinolone - Compound Card

6-hydroxysalvinolone

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6-hydroxysalvinolone

Structure
Zoomed Structure
  • Family: Plantae - Verbenaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpenoid
Canonical Smiles OC1=C2C(C)(C)CCC[C@@]2(c2c(C1)cc(C(C)C)c(c2O)O)C
InChI InChI=1S/C20H28O3/c1-11(2)13-9-12-10-14(21)18-19(3,4)7-6-8-20(18,5)15(12)17(23)16(13)22/h9,11,21-23H,6-8,10H2,1-5H3/t20-/m1/s1
InChIKey BFXSCDFJDLQVRW-HXUWFJFHSA-N
Formula C20H28O3
HBA 3
HBD 3
MW 316.44
Rotatable Bonds 1
TPSA 60.69
LogP 5.06
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 316.2
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Clerodendrum eriophyllum Verbenaceae Plantae 54214

Showing of synonyms

  • Machumi F, Samoylenko V, et al. (2010). Antimicrobial and antiparasitic abietane diterpenoids from the roots of Clerodendrum eriophyllum. Natural Product Communication,2010,5(6),853-858. [View] [PubMed]
Pubchem: 403771
Nmrshiftdb2: 70096394
CPRiL: 130243
Structure

SMILES: c1cccc(c12)CC=C3C2CCCC3

Level: 0

Mol. Weight: 316.44 g/mol

Anti-leishmanial
Antifungal
Antimalarial
Antimicrobial

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.610
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.620
Plasma Protein Binding
79.48
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
11.750
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.020
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
Safe
hERG Blockers
Safe
Daphnia Maga
5.230
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
2.470
Rat (Acute)
2.150
Rat (Chronic Oral)
2.760
Fathead Minnow
4.110
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
377.890
Hydration Free Energy
-7.420
Log(D) at pH=7.4
3.620
Log(P)
4.23
Log S
-4.66
Log(Vapor Pressure)
-6.91
Melting Point
170.83
pKa Acid
9.42
pKa Basic
5.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7913
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7913
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7350
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7350
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7144
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7144
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7057
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7057

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