15,16-dihydroxy-7,11-dioxopimar-8(9)-ene - Compound Card

15,16-dihydroxy-7,11-dioxopimar-8(9)-ene

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15,16-dihydroxy-7,11-dioxopimar-8(9)-ene

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OC[C@H](C1(C)CC(=O)C2=C(C1)C(=O)CC1[C@]2(C)CCCC1(C)C)O
InChI InChI=1S/C20H30O4/c1-18(2)6-5-7-20(4)15(18)8-13(22)12-9-19(3,16(24)11-21)10-14(23)17(12)20/h15-16,21,24H,5-11H2,1-4H3/t15?,16-,19?,20+/m1/s1
InChIKey HUYFJVXBSKMUTN-JPLFBADVSA-N
Formula C20H30O4
HBA 4
HBD 2
MW 334.46
Rotatable Bonds 2
TPSA 74.6
LogP 2.81
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 334.21
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: 162956568
Nmrshiftdb2: 80002259

No compound-protein relationship available.

Structure

SMILES: O=C1CCCC(=C12)C(=O)CC3C2CCCC3

Level: 0

Mol. Weight: 334.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.42
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.59
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.63

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.05
Plasma Protein Binding
67.03
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
14.13
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.52
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.04
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.63
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
-0.92
Rat (Acute)
2.11
Rat (Chronic Oral)
2.11
Fathead Minnow
3.94
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
412.09
Hydration Free Energy
-8.62
Log(D) at pH=7.4
2.55
Log(P)
2.53
Log S
-3.15
Log(Vapor Pressure)
-7.86
Melting Point
159.88
pKa Acid
7.71
pKa Basic
3.83
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8984
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8984
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8578
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8578
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8113
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8113
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8024
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8024
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7850
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7850
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7842
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7842
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7770
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7770
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7658
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7658
Transcriptional activator protein LasR P25084 LASR_PSEAE Pseudomonas aeruginosa 4 0.7603
Transcriptional activator protein LasR P25084 LASR_PSEAE Pseudomonas aeruginosa 4 0.7603
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7569
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7569
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7353
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7353
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7196
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7196
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7079
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7079
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7067
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7067
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7058
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7058
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7038
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7038

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