12-hydroxy-13-methylpodocarpa-8,11,13-triene-3-one - Compound Card

12-hydroxy-13-methylpodocarpa-8,11,13-triene-3-one

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12-hydroxy-13-methylpodocarpa-8,11,13-triene-3-one

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
Canonical Smiles C=C1CC[C@]2([C@H](C1(C)C)CCc1c2cc(O)c(c1)C)C
InChI InChI=1S/C19H26O/c1-12-10-14-6-7-17-18(3,4)13(2)8-9-19(17,5)15(14)11-16(12)20/h10-11,17,20H,2,6-9H2,1,3-5H3/t17-,19+/m0/s1
InChIKey MIRALXPBYNGBLP-PKOBYXMFSA-N
Formula C19H26O
HBA 1
HBD 1
MW 270.42
Rotatable Bonds 0
TPSA 20.23
LogP 4.9
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 270.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hugonia castaneifolia Liliaceae Plantae 610148

Showing of synonyms

  • Baraza LD, Joseph CC, et al. (2008). Antifungal rosane diterpenes and other constituents of Hugonia castaneifolia.. Phytochemistry,2008,69(1),200-205. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCC2C1CCc(c23)cccc3

Level: 0

Mol. Weight: 270.42 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.37
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
84.76
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.79
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.59
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.19
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.02
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
3.39
Rat (Acute)
2.06
Rat (Chronic Oral)
1.85
Fathead Minnow
4.18
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
335.45
Hydration Free Energy
-3.5
Log(D) at pH=7.4
4.54
Log(P)
5.31
Log S
-5.28
Log(Vapor Pressure)
-5.54
Melting Point
133.9
pKa Acid
11.6
pKa Basic
6.97
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8412
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8412
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8194
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8194
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8151
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8151
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8137
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8137
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8134
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8134
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7754
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7754
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7609
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7609
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7482
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7482
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7432
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7432
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7397
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7397
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7381
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7381
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7317
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7317
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7239
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7239
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7237
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7237
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7199
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7199
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7053
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7053

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