15,16,17-trihydroxypimar-8(9)-ene - Compound Card

15,16,17-trihydroxypimar-8(9)-ene

Select a section from the left sidebar

15,16,17-trihydroxypimar-8(9)-ene

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OC[C@H](C1(CO)CCC2=C(C1)CCC1[C@]2(C)CCCC1(C)C)O
InChI InChI=1S/C20H34O3/c1-18(2)8-4-9-19(3)15-7-10-20(13-22,17(23)12-21)11-14(15)5-6-16(18)19/h16-17,21-23H,4-13H2,1-3H3/t16?,17-,19-,20?/m1/s1
InChIKey IOSVSZULJIASCJ-VXLIZBOYSA-N
Formula C20H34O3
HBA 3
HBD 3
MW 322.49
Rotatable Bonds 3
TPSA 60.69
LogP 3.43
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 Lavandula multifida Lamiaceae Plantae 260634

Showing of synonyms

  • Politi M, De Tommasi N, et al. (2002). Structure and absolute configuration of new diterpenes from Lavandula multifida. Journal of Natural Products,2002,65(11),1742-1745. [View] [PubMed]
Pubchem: 163005744
Nmrshiftdb2: 80002260

No compound-protein relationship available.

Structure

SMILES: C1CCCC(=C12)CCC3C2CCCC3

Level: 0

Mol. Weight: 322.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.31
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.11
Plasma Protein Binding
53.59
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
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
10.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.01
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.22
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.16
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
-0.99
Rat (Acute)
1.74
Rat (Chronic Oral)
2.21
Fathead Minnow
3.77
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
401.96
Hydration Free Energy
-8.75
Log(D) at pH=7.4
2.93
Log(P)
3.43
Log S
-3.88
Log(Vapor Pressure)
-7.63
Melting Point
168.34
pKa Acid
11.52
pKa Basic
8.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9342
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9342
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9095
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9095
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8992
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8992
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8892
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8892
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8704
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8704
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8513
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8513
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8416
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8416
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8340
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8340
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8263
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8263
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8260
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8260
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7947
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7947
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7939
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7939
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7853
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7853
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7656
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7656
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7603
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7603
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7516
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7516
Transcriptional activator protein LasR P25084 LASR_PSEAE Pseudomonas aeruginosa 4 0.7493
Transcriptional activator protein LasR P25084 LASR_PSEAE Pseudomonas aeruginosa 4 0.7493
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7416
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7416
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7336
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7336
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7319
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7319
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7236
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7236
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7216
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7216
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7181
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7181
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7157
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7157
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7088
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7088
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7086
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7086
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7025
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7025
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7012
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7012
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7001
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7001

Download SDF