15,16,17-trihydroxy-7-oxopimar-8(9)-ene - Compound Card

15,16,17-trihydroxy-7-oxopimar-8(9)-ene

Select a section from the left sidebar

15,16,17-trihydroxy-7-oxopimar-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)C(=O)CC1[C@]2(C)CCCC1(C)C)O
InChI InChI=1S/C20H32O4/c1-18(2)6-4-7-19(3)14-5-8-20(12-22,17(24)11-21)10-13(14)15(23)9-16(18)19/h16-17,21-22,24H,4-12H2,1-3H3/t16?,17-,19-,20?/m1/s1
InChIKey BPRNABOULSQVIO-VXLIZBOYSA-N
Formula C20H32O4
HBA 4
HBD 3
MW 336.47
Rotatable Bonds 3
TPSA 77.76
LogP 2.6
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 336.23
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: 162931653
Nmrshiftdb2: 70121408

No compound-protein relationship available.

Structure

SMILES: C1CCCC(=C12)C3C(CC2=O)CCCC3

Level: 0

Mol. Weight: 336.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.53
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.05
Plasma Protein Binding
59.74
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
8.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.77
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.05
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.15
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.54
Rat (Acute)
2.12
Rat (Chronic Oral)
2.25
Fathead Minnow
3.85
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
418.97
Hydration Free Energy
-9.74
Log(D) at pH=7.4
2.62
Log(P)
2.25
Log S
-3.2
Log(Vapor Pressure)
-8.43
Melting Point
173.08
pKa Acid
9.32
pKa Basic
6.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8823
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8823
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8580
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8580
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8550
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8550
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8520
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8520
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8401
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8401
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8229
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8229
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8152
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8152
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8148
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8148
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7963
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7963
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7916
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7916
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7759
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7759
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7691
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7691
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7593
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7593
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7521
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7521
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7494
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7494
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7478
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7478
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7290
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7290
Transcriptional activator protein LasR P25084 LASR_PSEAE Pseudomonas aeruginosa 4 0.7276
Transcriptional activator protein LasR P25084 LASR_PSEAE Pseudomonas aeruginosa 4 0.7276
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7244
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7244
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7197
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7197
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7177
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7177
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7059
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7059

Download SDF