13-epi-pimar-16-ene-6alpha,8alpha,18-triol - Compound Card

13-epi-pimar-16-ene-6alpha,8alpha,18-triol

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13-epi-pimar-16-ene-6alpha,8alpha,18-triol

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@@]1(C)CC[C@H]2[C@](C1)(O)C[C@@H](C1[C@]2(C)CCC[C@@]1(C)CO)O
InChI InChI=1S/C20H34O3/c1-5-17(2)10-7-15-19(4)9-6-8-18(3,13-21)16(19)14(22)11-20(15,23)12-17/h5,14-16,21-23H,1,6-13H2,2-4H3/t14-,15+,16?,17-,18-,19+,20-/m0/s1
InChIKey UOXTVAWSBRUAHU-AIZYFYRWSA-N
Formula C20H34O3
HBA 3
HBD 3
MW 322.49
Rotatable Bonds 2
TPSA 60.69
LogP 3.28
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 322.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tetraclinis articulata Cupressaceae Plantae 13717
2 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]
  • Barrero AF, Quılez del Moral JF, et al. (2003). Diterpenoids from Tetraclinis articulata that inhibit various human leukocyte functions. Journal of Natural Products,2003,66(6),844-850. [View] [PubMed]
Pubchem: 10958252

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C23)CCC2CCCC3

Level: 0

Mol. Weight: 322.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.7
Plasma Protein Binding
62.47
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
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
15.05
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.81
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.59
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.51
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
-4.08
Rat (Acute)
2.69
Rat (Chronic Oral)
1.97
Fathead Minnow
3.85
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
352.8
Hydration Free Energy
-6.9
Log(D) at pH=7.4
2.77
Log(P)
3.68
Log S
-3.51
Log(Vapor Pressure)
-6.88
Melting Point
161.97
pKa Acid
9.53
pKa Basic
7.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8433
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8433
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8245
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8245
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8068
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8068
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7856
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7856
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7677
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7677
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7673
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7673
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7278
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7278
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7238
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7238
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7236
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7236
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7203
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7203
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7180
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7180
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7166
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7166
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7108
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7108
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7033
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7033
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7008
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7008

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