13beta-hydroxy-7oxo-8(14)-abieten-18-oic acid - Compound Card

13beta-hydroxy-7oxo-8(14)-abieten-18-oic acid

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13beta-hydroxy-7oxo-8(14)-abieten-18-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Pinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles O=C1C[C@@H]2[C@](C3C1=CC(O)(CC3)C(C)C)(C)CCC[C@@]2(C)C(=O)O
InChI InChI=1S/C20H30O4/c1-12(2)20(24)9-6-14-13(11-20)15(21)10-16-18(14,3)7-5-8-19(16,4)17(22)23/h11-12,14,16,24H,5-10H2,1-4H3,(H,22,23)/t14?,16-,18-,19-,20?/m1/s1
InChIKey UFEHYRPBLFGEJW-KUKYQGPDSA-N
Formula C20H30O4
HBA 3
HBD 2
MW 334.46
Rotatable Bonds 2
TPSA 74.6
LogP 3.58
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 334.21
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(C=12)C3C(CC2=O)CCCC3

Level: 0

Mol. Weight: 334.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.8
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
69.85
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.09
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.75
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.41
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.17
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
2.32
Rat (Acute)
2.06
Rat (Chronic Oral)
2.24
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
406.97
Hydration Free Energy
-8.03
Log(D) at pH=7.4
1.04
Log(P)
3.71
Log S
-3.85
Log(Vapor Pressure)
-7.6
Melting Point
213.19
pKa Acid
4.47
pKa Basic
6.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9219
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8722
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8254
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8075
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7815
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7789
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7591
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7559
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7315
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 3 0.7186
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7127
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7083

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