7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

Top
Internal ID eace0b21-c05f-43db-83e4-8a43eff36ee7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
SMILES (Canonical) CC1(CCC2C(=CCC3C2(CCCC3(C)C(=O)O)C)C1)C=C
SMILES (Isomeric) CC1(CCC2C(=CCC3C2(CCCC3(C)C(=O)O)C)C1)C=C
InChI InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)
InChI Key MXYATHGRPJZBNA-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C20H30O2
Molecular Weight 302.50 g/mol
Exact Mass 302.224580195 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.21
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
pimara-7,15-dien-18-oic acid
SCHEMBL4549113
DTXSID20859931
FT-0627455

2D Structure

Top
2D Structure of 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 + 0.8553 85.53%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4127 41.27%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.7977 79.77%
OATP1B3 inhibitior - 0.4703 47.03%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.6801 68.01%
P-glycoprotein inhibitior - 0.8333 83.33%
P-glycoprotein substrate - 0.8789 87.89%
CYP3A4 substrate + 0.5778 57.78%
CYP2C9 substrate - 0.5859 58.59%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.8276 82.76%
CYP2C9 inhibition + 0.8949 89.49%
CYP2C19 inhibition + 0.7575 75.75%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.7748 77.48%
CYP2C8 inhibition - 0.6710 67.10%
CYP inhibitory promiscuity - 0.8959 89.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5883 58.83%
Eye corrosion - 0.9683 96.83%
Eye irritation - 0.8920 89.20%
Skin irritation - 0.6521 65.21%
Skin corrosion - 0.9781 97.81%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6480 64.80%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5301 53.01%
skin sensitisation + 0.7018 70.18%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5471 54.71%
Acute Oral Toxicity (c) III 0.7692 76.92%
Estrogen receptor binding + 0.5780 57.80%
Androgen receptor binding + 0.5599 55.99%
Thyroid receptor binding + 0.7078 70.78%
Glucocorticoid receptor binding + 0.7693 76.93%
Aromatase binding - 0.5264 52.64%
PPAR gamma - 0.5720 57.20%
Honey bee toxicity - 0.9029 90.29%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.52% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.45% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 88.28% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.41% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 86.16% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.37% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.82% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.93% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.57% 100.00%

Cross-Links

Top
PubChem 267302
LOTUS LTS0238294
wikiData Q104172160