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

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

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

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)CCC1[C@]2(C)CCC[C@@]1(C)COC(=O)C
InChI InChI=1S/C22H36O3/c1-6-19(3)12-8-18-21(5)11-7-10-20(4,15-25-16(2)23)17(21)9-13-22(18,24)14-19/h6,17-18,24H,1,7-15H2,2-5H3/t17?,18-,19+,20+,21+,22+/m1/s1
InChIKey MRDSLKDJHBMGDV-ROASGFDQSA-N
Formula C22H36O3
HBA 3
HBD 1
MW 348.53
Rotatable Bonds 3
TPSA 46.53
LogP 4.88
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 348.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tetraclinis articulata Cupressaceae Plantae 13717

Showing of synonyms

  • 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: 11013502

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C23)CCC2CCCC3

Level: 0

Mol. Weight: 348.53 g/mol

Inhibit various human leukocyte functions

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
69.96
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
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.33
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.4
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.02
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.96
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
-3.91
Rat (Acute)
1.71
Rat (Chronic Oral)
1.58
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
384.78
Hydration Free Energy
-3.75
Log(D) at pH=7.4
4.42
Log(P)
4.79
Log S
-5.28
Log(Vapor Pressure)
-6.03
Melting Point
117.39
pKa Acid
10.44
pKa Basic
7.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8058
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8058
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8003
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8003
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7910
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7910
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7843
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7843
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7773
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7773
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7770
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7770
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7730
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7730
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7724
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7724
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7549
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7549
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7532
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7532
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7521
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7521
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7503
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7503
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7472
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7472
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7387
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7387
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7334
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7334
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7329
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7329
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7268
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7268
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7181
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7181
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7159
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7159
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7134
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7134
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7034
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7034

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