(2S,7S,9R,12R,13R,17R)-9,17-dihydroxy-2,6,6,13-tetramethyl-15-oxatetracyclo[8.7.0.02,7.012,17]heptadec-1(10)-ene-11,16-dione

Details

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Internal ID 51e5ce6e-f178-4ae9-92dc-95cd2f29f69d
Taxonomy Organoheterocyclic compounds > Lactones > Delta valerolactones
IUPAC Name (2S,7S,9R,12R,13R,17R)-9,17-dihydroxy-2,6,6,13-tetramethyl-15-oxatetracyclo[8.7.0.02,7.012,17]heptadec-1(10)-ene-11,16-dione
SMILES (Canonical) CC1COC(=O)C2(C1C(=O)C3=C2C4(CCCC(C4CC3O)(C)C)C)O
SMILES (Isomeric) C[C@H]1COC(=O)[C@]2([C@@H]1C(=O)C3=C2[C@]4(CCCC([C@@H]4C[C@H]3O)(C)C)C)O
InChI InChI=1S/C20H28O5/c1-10-9-25-17(23)20(24)14(10)15(22)13-11(21)8-12-18(2,3)6-5-7-19(12,4)16(13)20/h10-12,14,21,24H,5-9H2,1-4H3/t10-,11+,12-,14-,19-,20+/m0/s1
InChI Key MQVLZPBBUQPAEZ-OFCLWNRWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.00
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,7S,9R,12R,13R,17R)-9,17-dihydroxy-2,6,6,13-tetramethyl-15-oxatetracyclo[8.7.0.02,7.012,17]heptadec-1(10)-ene-11,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9700 97.00%
Caco-2 + 0.5972 59.72%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8595 85.95%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.9263 92.63%
OATP1B3 inhibitior + 0.9738 97.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5458 54.58%
BSEP inhibitior - 0.5630 56.30%
P-glycoprotein inhibitior - 0.7199 71.99%
P-glycoprotein substrate - 0.7779 77.79%
CYP3A4 substrate + 0.6279 62.79%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8922 89.22%
CYP3A4 inhibition - 0.8528 85.28%
CYP2C9 inhibition - 0.9032 90.32%
CYP2C19 inhibition - 0.9500 95.00%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.7727 77.27%
CYP2C8 inhibition - 0.7074 70.74%
CYP inhibitory promiscuity - 0.9609 96.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5051 50.51%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9248 92.48%
Skin irritation + 0.6793 67.93%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7656 76.56%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5336 53.36%
skin sensitisation - 0.8546 85.46%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4586 45.86%
Acute Oral Toxicity (c) III 0.5692 56.92%
Estrogen receptor binding + 0.7170 71.70%
Androgen receptor binding + 0.7119 71.19%
Thyroid receptor binding + 0.5836 58.36%
Glucocorticoid receptor binding + 0.7842 78.42%
Aromatase binding - 0.6095 60.95%
PPAR gamma + 0.6236 62.36%
Honey bee toxicity - 0.7706 77.06%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9818 98.18%

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 96.61% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.12% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.23% 100.00%
CHEMBL2581 P07339 Cathepsin D 88.03% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.36% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 86.63% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.45% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.17% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.17% 86.33%

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.
Isodon lophanthoides

Cross-Links

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PubChem 11416768
LOTUS LTS0055850
wikiData Q105170304