2beta-hydroxy-ent-abieta-7,13-dien-3-one - Compound Card

2beta-hydroxy-ent-abieta-7,13-dien-3-one

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2beta-hydroxy-ent-abieta-7,13-dien-3-one

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles CC(C1=CC2=CC[C@H]3[C@@]([C@@H]2CC1)(C)C[C@H](O)C(=O)C3(C)C)C
InChI InChI=1S/C20H30O2/c1-12(2)13-6-8-15-14(10-13)7-9-17-19(3,4)18(22)16(21)11-20(15,17)5/h7,10,12,15-17,21H,6,8-9,11H2,1-5H3/t15-,16+,17-,20+/m1/s1
InChIKey CCGBKSDBBYTBII-YZLZLFLDSA-N
Formula C20H30O2
HBA 2
HBD 1
MW 302.46
Rotatable Bonds 1
TPSA 37.3
LogP 4.29
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 302.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton mubango Euphorbiaceae Plantae 3170014

Showing of synonyms

  • Isyaka SM, Langat MK, et al. (2020). Ent-abietane and ent-pimarane diterpenoids from Croton mubango (Euphorbiaceae).. Phytochemistry,2020, 170, 112217. [View] [PubMed]
Pubchem: 162395835

No compound-protein relationship available.

Structure

SMILES: C1=CCCC(C1=2)C3C(CC2)CC(=O)CC3

Level: 0

Mol. Weight: 302.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.43
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.12
Plasma Protein Binding
68.88
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
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
12.79
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.05
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.07
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.35
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
1.27
Rat (Acute)
1.74
Rat (Chronic Oral)
1.58
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
361.31
Hydration Free Energy
-6.0
Log(D) at pH=7.4
3.88
Log(P)
4.8
Log S
-4.5
Log(Vapor Pressure)
-5.52
Melting Point
138.58
pKa Acid
9.73
pKa Basic
4.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8725
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8222
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8023
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7998
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7484
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7404
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7382
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7282
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7170
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7149
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7047

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