(1R,9R,10R,12S,13R)-4,9-dimethylspiro[6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-diene-13,2'-oxirane]-5-one

Details

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Internal ID c5766c60-eba3-468d-b3b6-ca5191140826
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (1R,9R,10R,12S,13R)-4,9-dimethylspiro[6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-diene-13,2'-oxirane]-5-one
SMILES (Canonical) CC1=C2CC3C(C=C2OC1=O)(C4CC4C35CO5)C
SMILES (Isomeric) CC1=C2C[C@@H]3[C@@](C=C2OC1=O)([C@@H]4C[C@@H]4[C@]35CO5)C
InChI InChI=1S/C15H16O3/c1-7-8-3-12-14(2,5-11(8)18-13(7)16)9-4-10(9)15(12)6-17-15/h5,9-10,12H,3-4,6H2,1-2H3/t9-,10+,12-,14+,15-/m1/s1
InChI Key FAHJFQZQQIWNQP-UCTJBKIYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H16O3
Molecular Weight 244.28 g/mol
Exact Mass 244.109944368 g/mol
Topological Polar Surface Area (TPSA) 38.80 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,9R,10R,12S,13R)-4,9-dimethylspiro[6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-diene-13,2'-oxirane]-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.7897 78.97%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7546 75.46%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.9090 90.90%
OATP1B3 inhibitior + 0.9688 96.88%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8342 83.42%
P-glycoprotein inhibitior - 0.9250 92.50%
P-glycoprotein substrate - 0.8539 85.39%
CYP3A4 substrate + 0.5588 55.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition - 0.7557 75.57%
CYP2C9 inhibition - 0.8448 84.48%
CYP2C19 inhibition - 0.7190 71.90%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.8512 85.12%
CYP inhibitory promiscuity - 0.5801 58.01%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5457 54.57%
Eye corrosion - 0.9754 97.54%
Eye irritation - 0.8346 83.46%
Skin irritation - 0.6402 64.02%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.5878 58.78%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7607 76.07%
Acute Oral Toxicity (c) III 0.5000 50.00%
Estrogen receptor binding + 0.6971 69.71%
Androgen receptor binding + 0.5997 59.97%
Thyroid receptor binding + 0.5260 52.60%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.6384 63.84%
PPAR gamma - 0.5265 52.65%
Honey bee toxicity - 0.7919 79.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9951 99.51%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.48% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.00% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.63% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.20% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.61% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.54% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.80% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.37% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 82.51% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.11% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.45% 89.00%

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.
Sarcandra glabra

Cross-Links

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PubChem 102247108
LOTUS LTS0109489
wikiData Q104992261