4-hydroxy-18-nor-8,11,13-abietatrien-7-one - Compound Card

4-hydroxy-18-nor-8,11,13-abietatrien-7-one

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4-hydroxy-18-nor-8,11,13-abietatrien-7-one

Structure
Zoomed Structure
  • Family: Plantae - Pinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles O=C1C[C@@]2(C)[C@](C)(O)CCC[C@@]2(c2c1cc(cc2)C(C)C)C
InChI InChI=1S/C20H28O2/c1-13(2)14-7-8-16-15(11-14)17(21)12-19(4)18(16,3)9-6-10-20(19,5)22/h7-8,11,13,22H,6,9-10,12H2,1-5H3/t18-,19-,20-/m1/s1
InChIKey OSCNMKGEHAYZQU-VAMGGRTRSA-N
Formula C20H28O2
HBA 2
HBD 1
MW 300.44
Rotatable Bonds 1
TPSA 37.3
LogP 4.6
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 300.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Abies numidica Pinaceae Plantae 88725

Showing of synonyms

  • Belhadj Mostefa M, Abedini A, et al. (2017). Abietane diterpenes from the cones of Abies numidica de Lannoy ex Carrière (Pinaceae) and in vitro evaluation of their antimicrobial properties. Natural product research, 2017, 31(5), 568-571. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C3C(CC2=O)CCCC3

Level: 0

Mol. Weight: 300.44 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.550
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
88.18
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
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.430
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.810
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.050
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.330
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
Toxic
T. Pyriformis
0.410
Rat (Acute)
2.110
Rat (Chronic Oral)
1.840
Fathead Minnow
3.920
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
368.090
Hydration Free Energy
-5.850
Log(D) at pH=7.4
3.530
Log(P)
4.19
Log S
-4.37
Log(Vapor Pressure)
-6.07
Melting Point
135.8
pKa Acid
9.33
pKa Basic
6.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8522
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8200
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7279
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7191
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7135
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7101

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