(6aR,10aR,10bS)-7,7,10a-trimethyl-1,4,6,6a,8,9,10,10b-octahydrobenzo[f]isochromen-2-one

Details

• Internal ID: 499aa0a0-f6dc-4e10-bccf-4e6a76684784
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (6aR,10aR,10bS)-7,7,10a-trimethyl-1,4,6,6a,8,9,10,10b-octahydrobenzo[f]isochromen-2-one
• SMILES (Canonical): CC1(CCCC2(C1CC=C3C2CC(=O)OC3)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CC=C3[C@H]2CC(=O)OC3)(C)C
• InChI: InChI=1S/C16H24O2/c1-15(2)7-4-8-16(3)12-9-14(17)18-10-11(12)5-6-13(15)16/h5,12-13H,4,6-10H2,1-3H3/t12-,13-,16+/m1/s1
• InChI Key: LGRHALRTKURVFA-IOASZLSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.9266	92.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6600	66.00%
P-glycoprotein inhibitior	-	0.8688	86.88%
P-glycoprotein substrate	-	0.8816	88.16%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.9103	91.03%
CYP2C9 inhibition	-	0.7670	76.70%
CYP2C19 inhibition	+	0.5378	53.78%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	-	0.7256	72.56%
CYP2C8 inhibition	-	0.8661	86.61%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5618	56.18%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.7434	74.34%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4541	45.41%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.5301	53.01%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5828	58.28%
Acute Oral Toxicity (c)	III	0.7278	72.78%
Estrogen receptor binding	-	0.5536	55.36%
Androgen receptor binding	-	0.5389	53.89%
Thyroid receptor binding	-	0.5785	57.85%
Glucocorticoid receptor binding	-	0.4825	48.25%
Aromatase binding	-	0.7863	78.63%
PPAR gamma	-	0.5240	52.40%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.20%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.69%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 162968758
• LOTUS: LTS0239829
• wikiData: Q105151543