1-(7-Ethenyl-8a,9-dihydroxy-1,1,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4a-yl)propan-2-one

Details

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Internal ID 9f3158f5-b65f-4384-bc9d-9e12766e8b3d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 1-(7-ethenyl-8a,9-dihydroxy-1,1,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4a-yl)propan-2-one
SMILES (Canonical) CC(=O)CC12CCCC(C1CC(C3(C2CCC(C3)(C)C=C)O)O)(C)C
SMILES (Isomeric) CC(=O)CC12CCCC(C1CC(C3(C2CCC(C3)(C)C=C)O)O)(C)C
InChI InChI=1S/C22H36O3/c1-6-20(5)11-8-16-21(13-15(2)23)10-7-9-19(3,4)17(21)12-18(24)22(16,25)14-20/h6,16-18,24-25H,1,7-14H2,2-5H3
InChI Key GZWVVGOLQXOTFY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H36O3
Molecular Weight 348.50 g/mol
Exact Mass 348.26644501 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.27
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-(7-Ethenyl-8a,9-dihydroxy-1,1,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4a-yl)propan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 + 0.6127 61.27%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7906 79.06%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.9135 91.35%
OATP1B3 inhibitior + 0.9593 95.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8388 83.88%
P-glycoprotein inhibitior - 0.8223 82.23%
P-glycoprotein substrate - 0.7475 74.75%
CYP3A4 substrate + 0.6496 64.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8133 81.33%
CYP3A4 inhibition - 0.6255 62.55%
CYP2C9 inhibition - 0.8683 86.83%
CYP2C19 inhibition - 0.6954 69.54%
CYP2D6 inhibition - 0.9577 95.77%
CYP1A2 inhibition - 0.8624 86.24%
CYP2C8 inhibition - 0.6845 68.45%
CYP inhibitory promiscuity - 0.9314 93.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7392 73.92%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9257 92.57%
Skin irritation + 0.5269 52.69%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.7637 76.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7684 76.84%
Micronuclear - 0.9700 97.00%
Hepatotoxicity + 0.5774 57.74%
skin sensitisation - 0.5601 56.01%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6926 69.26%
Acute Oral Toxicity (c) III 0.7563 75.63%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.6259 62.59%
Thyroid receptor binding + 0.6077 60.77%
Glucocorticoid receptor binding + 0.7279 72.79%
Aromatase binding + 0.5183 51.83%
PPAR gamma - 0.5939 59.39%
Honey bee toxicity - 0.7408 74.08%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9937 99.37%

Targets

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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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.46% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.32% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 90.94% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 90.63% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.73% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.95% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.75% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.25% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.11% 96.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.03% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.27% 97.09%
CHEMBL2581 P07339 Cathepsin D 82.91% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 82.59% 90.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.59% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.12% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.34% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.68% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.60% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Vellozia compacta

Cross-Links

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PubChem 162951616
LOTUS LTS0143454
wikiData Q105024692