13-epi-pimar-16-ene-8 alpha,18-diol - Compound Card

13-epi-pimar-16-ene-8 alpha,18-diol

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13-epi-pimar-16-ene-8 alpha,18-diol

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles C=C[C@@]1(C)CC[C@H]2[C@](C1)(O)CCC1[C@]2(C)CCC[C@@]1(C)CO
InChI InChI=1S/C20H34O2/c1-5-17(2)11-7-16-19(4)10-6-9-18(3,14-21)15(19)8-12-20(16,22)13-17/h5,15-16,21-22H,1,6-14H2,2-4H3/t15?,16-,17+,18+,19+,20+/m1/s1
InChIKey RIQATFSOVFFVRX-ZVZPGWEDSA-N
Formula C20H34O2
HBA 2
HBD 2
MW 306.49
Rotatable Bonds 2
TPSA 40.46
LogP 4.31
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 306.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tetraclinis articulata Cupressaceae Plantae 13717

Showing of synonyms

  • Barrero A.F, Quílez del Moral J.F, et al. (2003). Diterpenoids from Tetraclinis articulata that Inhibit Various Human Leukocyte Functions. Journal of natural products, 2003, 66(6), 844-50. [View] [PubMed]
Pubchem: 11012232

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C23)CCC2CCCC3

Level: 0

Mol. Weight: 306.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.32
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.8
Plasma Protein Binding
62.49
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
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
19.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.11
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.24
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.49
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
-2.98
Rat (Acute)
1.81
Rat (Chronic Oral)
1.55
Fathead Minnow
3.92
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
342.5
Hydration Free Energy
-3.9
Log(D) at pH=7.4
4.03
Log(P)
4.56
Log S
-4.44
Log(Vapor Pressure)
-5.89
Melting Point
148.76
pKa Acid
11.01
pKa Basic
8.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.9337
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8811
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8559
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8442
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8336
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7970
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7943
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7894
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7892
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7678
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7638
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7618
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7553
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7537
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7527
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7488
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7467
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7415
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7359
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7320
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7302
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7257
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7099
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7069
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7059

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