13alpha,15-dihydroxy-ent-abieta-8(14)-en-3-one - Compound Card

13alpha,15-dihydroxy-ent-abieta-8(14)-en-3-one

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13alpha,15-dihydroxy-ent-abieta-8(14)-en-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)CCC1=C[C@](CC[C@@H]21)(O)C(O)(C)C)C
InChI InChI=1S/C20H32O3/c1-17(2)15-7-6-13-12-20(23,18(3,4)22)11-8-14(13)19(15,5)10-9-16(17)21/h12,14-15,22-23H,6-11H2,1-5H3/t14-,15-,19+,20+/m1/s1
InChIKey JAXDQKKVTAUHJF-IPZZXCBHSA-N
Formula C20H32O3
HBA 3
HBD 2
MW 320.47
Rotatable Bonds 1
TPSA 57.53
LogP 3.63
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 320.24
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: 162395324

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C=12)C3C(CC2)CC(=O)CC3

Level: 0

Mol. Weight: 320.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.440
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
60.64
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
13.120
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.340
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
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
4.960
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
-1.610
Rat (Acute)
2.490
Rat (Chronic Oral)
1.520
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
362.110
Hydration Free Energy
-6.330
Log(D) at pH=7.4
2.870
Log(P)
2.85
Log S
-3.78
Log(Vapor Pressure)
-6.03
Melting Point
180.97
pKa Acid
9.92
pKa Basic
5.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9224
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8107
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7780
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7661
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7484
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7387
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7382
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7338
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7293
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7257
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7011
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7002

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