7beta-hydroxy-ent-abieta-8,11,13-trien-3-one - Compound Card

7beta-hydroxy-ent-abieta-8,11,13-trien-3-one

Select a section from the left sidebar

7beta-hydroxy-ent-abieta-8,11,13-trien-3-one

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles O=C1CC[C@@]2([C@@H](C1(C)C)C[C@@H](c1c2ccc(c1)C(C)C)O)C
InChI InChI=1S/C20H28O2/c1-12(2)13-6-7-15-14(10-13)16(21)11-17-19(3,4)18(22)8-9-20(15,17)5/h6-7,10,12,16-17,21H,8-9,11H2,1-5H3/t16-,17+,20-/m0/s1
InChIKey YHADTDKGWJAAEL-QKLQHJQFSA-N
Formula C20H28O2
HBA 2
HBD 1
MW 300.44
Rotatable Bonds 1
TPSA 37.3
LogP 4.51
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 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]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CCC3C2CCC(=O)C3

Level: 0

Mol. Weight: 300.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.580
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.200
Plasma Protein Binding
84.93
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
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.280
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.030
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.180
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.440
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
0.770
Rat (Acute)
2.510
Rat (Chronic Oral)
1.850
Fathead Minnow
4.000
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
358.780
Hydration Free Energy
-5.620
Log(D) at pH=7.4
3.480
Log(P)
4.06
Log S
-4.5
Log(Vapor Pressure)
-6.08
Melting Point
118.9
pKa Acid
11.22
pKa Basic
5.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9334
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8084
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7999
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7685
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7666
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7430
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7406
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7266
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7224
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7147
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7092

Download SDF