(3R,4aS,6aR,10aR,10bR)-3,4a,7,7,10a-pentamethyl-3-[(2R)-oxiran-2-yl]-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one

Details

• Internal ID: d9940ab0-3c21-40d9-a0dc-e4246c961cdf
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (3R,4aS,6aR,10aR,10bR)-3,4a,7,7,10a-pentamethyl-3-[(2R)-oxiran-2-yl]-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1=O)C)CCC(O3)(C)C4CO4)C)C
• SMILES (Isomeric): C[C@@]12CCC(=O)C([C@@H]1CC[C@]3([C@@H]2CC[C@](O3)(C)[C@H]4CO4)C)(C)C
• InChI: InChI=1S/C20H32O3/c1-17(2)13-6-10-19(4)14(18(13,3)9-8-15(17)21)7-11-20(5,23-19)16-12-22-16/h13-14,16H,6-12H2,1-5H3/t13-,14+,16+,18+,19-,20+/m0/s1
• InChI Key: NQXNNCAQMVIHBL-DFNWWWCKSA-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): 38.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.7413	74.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8091	80.91%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9754	97.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5523	55.23%
P-glycoprotein inhibitior	-	0.5203	52.03%
P-glycoprotein substrate	-	0.8925	89.25%
CYP3A4 substrate	+	0.5590	55.90%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.7729	77.29%
CYP3A4 inhibition	-	0.8706	87.06%
CYP2C9 inhibition	-	0.8045	80.45%
CYP2C19 inhibition	-	0.8073	80.73%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.6519	65.19%
CYP2C8 inhibition	-	0.8721	87.21%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.8364	83.64%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7118	71.18%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	-	0.7600	76.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4621	46.21%
Acute Oral Toxicity (c)	III	0.5458	54.58%
Estrogen receptor binding	+	0.8474	84.74%
Androgen receptor binding	+	0.5325	53.25%
Thyroid receptor binding	+	0.6912	69.12%
Glucocorticoid receptor binding	+	0.7702	77.02%
Aromatase binding	+	0.6598	65.98%
PPAR gamma	+	0.6390	63.90%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8890	88.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.15%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.49%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.43%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.01%	98.95%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162974857
• LOTUS: LTS0150243
• wikiData: Q105184175