13-epi-pimara-8,16-diene-6alpha,18-diol - Compound Card

13-epi-pimara-8,16-diene-6alpha,18-diol

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13-epi-pimara-8,16-diene-6alpha,18-diol

Structure
Zoomed Structure
  • Family: Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@@]1(C)CCC2=C(C1)C[C@@H](C1[C@]2(C)CCC[C@@]1(C)CO)O
InChI InChI=1S/C20H32O2/c1-5-18(2)10-7-15-14(12-18)11-16(22)17-19(3,13-21)8-6-9-20(15,17)4/h5,16-17,21-22H,1,6-13H2,2-4H3/t16-,17?,18-,19-,20+/m0/s1
InChIKey XEWGBGIXCMXJPI-KEGXSBDUSA-N
Formula C20H32O2
HBA 2
HBD 2
MW 304.47
Rotatable Bonds 2
TPSA 40.46
LogP 4.23
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 304.24
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: 10859689
Nmrshiftdb2: 60071054

No compound-protein relationship available.

Structure

SMILES: C1CCCC(=C12)CCC3C2CCCC3

Level: 0

Mol. Weight: 190.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.24
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.92
Plasma Protein Binding
58.59
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
16.44
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.39
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.86
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.04
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
-3.31
Rat (Acute)
2.11
Rat (Chronic Oral)
2.0
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
342.29
Hydration Free Energy
-5.2
Log(D) at pH=7.4
3.27
Log(P)
4.99
Log S
-4.01
Log(Vapor Pressure)
-5.87
Melting Point
138.62
pKa Acid
10.98
pKa Basic
6.82
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9365
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9365
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.9074
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.9074
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8782
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8782
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8606
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8606
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8155
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8155
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 4 0.8117
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 4 0.8117
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8046
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8046
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7850
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7850
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7810
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7810
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7735
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7735
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7730
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7730
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7678
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7678
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7672
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7672
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7670
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7670
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7606
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7606
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7523
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7523
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7445
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7445
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7414
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7414
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7375
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7375
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7325
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7325
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7292
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7292
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7279
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7279
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7253
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7253
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7247
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7247
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7242
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7242
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7201
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7201
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7193
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7193
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7174
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7174
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7159
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7159
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7158
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7158
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7082
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7082
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7073
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7073
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7069
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7069
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7058
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7058
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7057
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7057
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7038
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7038
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7019
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7019

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