1-[(1R,3S,3aS,5'S,7aS)-5'-ethenyl-3a,5',7,7-tetramethylspiro[4,5,6,7a-tetrahydro-1H-2-benzofuran-3,2'-oxolane]-1-yl]propan-2-one

Details

• Internal ID: 04b31641-7d4a-407d-b9cb-4c9bcdbce80c
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 1-[(1R,3S,3aS,5'S,7aS)-5'-ethenyl-3a,5',7,7-tetramethylspiro[4,5,6,7a-tetrahydro-1H-2-benzofuran-3,2'-oxolane]-1-yl]propan-2-one
• SMILES (Canonical): CC(=O)CC1C2C(CCCC2(C3(O1)CCC(O3)(C)C=C)C)(C)C
• SMILES (Isomeric): CC(=O)C[C@@H]1[C@@H]2[C@](CCCC2(C)C)([C@]3(O1)CC[C@@](O3)(C)C=C)C
• InChI: InChI=1S/C20H32O3/c1-7-18(5)11-12-20(23-18)19(6)10-8-9-17(3,4)16(19)15(22-20)13-14(2)21/h7,15-16H,1,8-13H2,2-6H3/t15-,16+,18-,19+,20+/m1/s1
• InChI Key: VJGJPHDFEMLGTQ-PPLKHSGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7404	74.04%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.4796	47.96%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.8591	85.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9074	90.74%
P-glycoprotein inhibitior	-	0.7191	71.91%
P-glycoprotein substrate	-	0.8245	82.45%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8062	80.62%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.7513	75.13%
CYP2C19 inhibition	-	0.6345	63.45%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.6641	66.41%
CYP2C8 inhibition	-	0.7156	71.56%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6118	61.18%
Eye corrosion	-	0.9386	93.86%
Eye irritation	-	0.6298	62.98%
Skin irritation	-	0.6378	63.78%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7846	78.46%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5800	58.00%
skin sensitisation	+	0.5052	50.52%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5173	51.73%
Acute Oral Toxicity (c)	III	0.6430	64.30%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.6231	62.31%
Thyroid receptor binding	+	0.7188	71.88%
Glucocorticoid receptor binding	+	0.6495	64.95%
Aromatase binding	+	0.6636	66.36%
PPAR gamma	+	0.5944	59.44%
Honey bee toxicity	-	0.7779	77.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.89%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.97%	95.50%
CHEMBL233	P35372	Mu opioid receptor	87.56%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	85.07%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.23%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.24%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.80%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.68%	100.00%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 15715635
• LOTUS: LTS0092816
• wikiData: Q105287241