Pimara-7,15-dien-18-ol - Compound Card

Pimara-7,15-dien-18-ol

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Pimara-7,15-dien-18-ol

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@@]1(C)CC[C@H]2C(=CCC3[C@]2(C)CCC[C@@]3(C)CO)C1
InChI InChI=1S/C20H32O/c1-5-18(2)12-9-16-15(13-18)7-8-17-19(3,14-21)10-6-11-20(16,17)4/h5,7,16-17,21H,1,6,8-14H2,2-4H3/t16-,17?,18-,19-,20+/m0/s1
InChIKey DUEINKIQNGZKPL-KEGXSBDUSA-N
Formula C20H32O
HBA 1
HBD 1
MW 288.47
Rotatable Bonds 2
TPSA 20.23
LogP 5.11
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 288.25
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Juniperus species Cupressaceae Plantae 13100

Showing of synonyms

  • Barrero AF, Quılez del Moral JF, et al. (2004). Oxygenated diterpenes and other constituents from Moroccan Juniperus phoenicea and Juniperus thurifera var. africana. Phytochemistry,2004,65,2507-2515. [View] [PubMed]
Pubchem: 15586713
Nmrshiftdb2: 80005128

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=2)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 288.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.28
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.1
Plasma Protein Binding
64.31
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.89
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.41
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.8
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.11
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
-0.27
Rat (Acute)
1.85
Rat (Chronic Oral)
1.47
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
333.5
Hydration Free Energy
-2.24
Log(D) at pH=7.4
4.94
Log(P)
5.88
Log S
-5.51
Log(Vapor Pressure)
-5.23
Melting Point
107.06
pKa Acid
11.93
pKa Basic
7.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.9090
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.9090
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8767
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8767
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8444
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8444
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8385
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8385
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8183
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8183
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8175
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8175
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8160
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8160
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8145
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8145
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8130
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8130
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8045
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8045
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7989
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7989
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7947
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7947
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7938
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7938
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7922
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7922
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7878
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7878
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7861
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7861
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7852
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7852
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7758
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7758
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7748
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7748
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7743
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7743
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7742
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7742
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7731
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7731
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7692
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7692
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7690
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7690
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7664
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7664
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7660
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7660
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7655
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7655
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7655
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7655
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7654
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7654
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7649
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7649
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7637
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7637
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7625
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7625
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7614
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7614
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7572
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7572
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7541
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7541
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7522
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7522
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7487
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7487
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7460
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7460
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7456
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7456
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7454
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7454
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7391
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7391
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7389
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7389
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7376
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7376
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7316
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7316
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7269
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7269
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7225
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7225
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7223
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7223
Retinoic acid receptor gamma P13631 RARG_HUMAN Homo sapiens 3 0.7216
Retinoic acid receptor gamma P13631 RARG_HUMAN Homo sapiens 3 0.7216
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7192
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7192
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7170
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7170
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7135
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7135
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7121
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7121
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7117
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7117
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7108
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7108
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7081
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7081
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7071
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7071
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7066
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7066
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7020
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7020
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7009
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7009
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7007
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7007
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7003
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7003

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