12-methoxy-13-methylpodocarpa-8,11,13-triene-3,7-dione - Compound Card

12-methoxy-13-methylpodocarpa-8,11,13-triene-3,7-dione

Select a section from the left sidebar

12-methoxy-13-methylpodocarpa-8,11,13-triene-3,7-dione

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
Canonical Smiles O=C1CC[C@]2([C@H](C1(C)C)CC(=O)c1c2cc(O)c(c1)C)C
InChI InChI=1S/C18H22O3/c1-10-7-11-12(8-13(10)19)18(4)6-5-16(21)17(2,3)15(18)9-14(11)20/h7-8,15,19H,5-6,9H2,1-4H3/t15-,18+/m0/s1
InChIKey MMQUEGKYQBCKLZ-MAUKXSAKSA-N
Formula C18H22O3
HBA 3
HBD 1
MW 286.37
Rotatable Bonds 0
TPSA 54.37
LogP 3.55
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 286.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hugonia busseana Liliaceae Plantae 586373

Showing of synonyms

  • Baraza LD, Joseph CC, et al. (2007). A new cytotoxic and larvicidal himachalenoid, rosanoids and other constituents of Hugonia busseana.. Natural Product Research,2007,21(11),1027-1031. [View] [PubMed]
Pubchem: 189403
Nmrshiftdb2: 70089350

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C3C(CC2=O)CC(=O)CC3

Level: 0

Mol. Weight: 286.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.660
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.060
Plasma Protein Binding
82.07
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.430
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.260
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.320
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.870
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
2.390
Rat (Acute)
2.380
Rat (Chronic Oral)
1.910
Fathead Minnow
4.030
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
382.790
Hydration Free Energy
-7.150
Log(D) at pH=7.4
2.710
Log(P)
2.5
Log S
-4.04
Log(Vapor Pressure)
-6.86
Melting Point
226.7
pKa Acid
7.97
pKa Basic
5.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8694
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8694
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8337
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8337
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8281
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8281
Thiosulfate reductase Q72LA4 Q72LA4_THET2 Thermus thermophilus 4 0.8021
Thiosulfate reductase Q72LA4 Q72LA4_THET2 Thermus thermophilus 4 0.8021
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7905
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7905
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7852
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7852
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7809
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7809
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7726
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7726
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7573
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7573
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7569
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7569
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7554
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7554
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7542
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7542
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7519
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7519
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7437
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7437
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7419
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7419
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7377
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7377
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7362
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7362
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7338
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7338
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7298
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7298
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7268
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7268
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7263
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7263
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7190
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7190
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 2 0.7161
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 2 0.7161
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7155
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7155
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7153
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7153
Metallophosphoesterase MPPED2 B1WBP0 MPPD2_RAT Rattus norvegicus 3 0.7129
Metallophosphoesterase MPPED2 B1WBP0 MPPD2_RAT Rattus norvegicus 3 0.7129
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7036
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7036
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7007
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7007

Download SDF