Pimara-8(14),15-dien-18-ol - Compound Card

Pimara-8(14),15-dien-18-ol

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Pimara-8(14),15-dien-18-ol

Structure
Zoomed Structure
  • Family: Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@@]1(C)CC[C@H]2C(=C1)CCC1[C@]2(C)CCC[C@@]1(C)CO
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/h5,13,16-17,21H,1,6-12,14H2,2-4H3/t16-,17?,18-,19-,20+/m0/s1
InChIKey JEOZUAHPKAVXSF-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: 10446844
Nmrshiftdb2: 80005120

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C=12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 190.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.25
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.1
Plasma Protein Binding
64.13
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.48
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.49
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.78
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.05
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
-0.5
Rat (Acute)
1.75
Rat (Chronic Oral)
1.48
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
334.1
Hydration Free Energy
-2.43
Log(D) at pH=7.4
4.77
Log(P)
5.42
Log S
-5.46
Log(Vapor Pressure)
-5.11
Melting Point
110.52
pKa Acid
11.8
pKa Basic
7.64
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 4 0.9140
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 4 0.9140
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8800
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8800
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8786
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8786
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8715
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8715
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8658
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8658
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8605
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8605
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8417
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8417
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8341
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8341
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8285
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8285
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8258
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8258
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8174
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8174
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8167
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8167
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8098
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8098
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7989
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7989
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7986
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7986
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7939
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7939
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7924
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7924
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7852
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7852
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7838
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7838
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7835
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7835
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7744
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7744
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7687
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7687
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7659
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7659
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7650
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7650
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7616
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7616
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7573
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7573
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7573
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7573
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7569
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7569
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7534
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7534
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7527
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7527
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7521
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7521
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7516
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7516
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7514
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7514
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7510
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7510
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7500
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7500
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7465
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7465
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7424
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7424
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7421
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7421
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7409
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7409
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7396
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7396
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7370
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7370
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7360
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7360
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7353
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7353
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7332
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7332
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7315
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7315
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7311
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7311
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7274
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7274
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7273
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7273
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7254
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7254
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7235
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7235
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7205
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7205
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7192
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7192
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7189
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7189
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7178
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7178
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7175
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7175
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7172
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7172
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7144
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7144
Major pollen allergen Bet v 1-L P43185 BEV1L_BETPN Betula pendula 4 0.7135
Major pollen allergen Bet v 1-L P43185 BEV1L_BETPN Betula pendula 4 0.7135
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7131
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7131
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7095
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7095
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7087
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7087
Abscisic acid receptor PYL9 Q5Z8S0 PYL9_ORYSJ Oryza sativa subsp. japonica 4 0.7081
Abscisic acid receptor PYL9 Q5Z8S0 PYL9_ORYSJ Oryza sativa subsp. japonica 4 0.7081
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7059
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7059
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7053
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7053
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7015
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7015
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7011
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7011

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