(4aR,8aR,9aS)-9a-methoxy-3,8a-dimethyl-2-methylidene-4a,5,6,7,8,9-hexahydro-4H-benzo[f][1]benzofuran

Details

• Internal ID: d4441575-2bb8-4c3f-b1d0-f87f399ea300
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aR,8aR,9aS)-9a-methoxy-3,8a-dimethyl-2-methylidene-4a,5,6,7,8,9-hexahydro-4H-benzo[f][1]benzofuran
• InChI: InChI=1S/C16H24O2/c1-11-12(2)18-16(17-4)10-15(3)8-6-5-7-13(15)9-14(11)16/h13H,2,5-10H2,1,3-4H3/t13-,15-,16+/m1/s1
• InChI Key: PVXKCPHTCXVMAV-BMFZPTHFSA-N
• Popularity: 2 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): 18.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 2
• 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	+	0.9953	99.53%
Caco-2	+	0.8707	87.07%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4206	42.06%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9238	92.38%
P-glycoprotein inhibitior	-	0.8512	85.12%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	+	0.6269	62.69%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8109	81.09%
CYP3A4 inhibition	-	0.5069	50.69%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	+	0.6983	69.83%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	+	0.5939	59.39%
CYP2C8 inhibition	+	0.4456	44.56%
CYP inhibitory promiscuity	-	0.7085	70.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5139	51.39%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.8185	81.85%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4463	44.63%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5916	59.16%
skin sensitisation	-	0.6406	64.06%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6058	60.58%
Acute Oral Toxicity (c)	III	0.7425	74.25%
Estrogen receptor binding	-	0.7843	78.43%
Androgen receptor binding	+	0.5716	57.16%
Thyroid receptor binding	+	0.5152	51.52%
Glucocorticoid receptor binding	-	0.4907	49.07%
Aromatase binding	-	0.6482	64.82%
PPAR gamma	-	0.6021	60.21%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

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	90.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.95%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.50%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL1871	P10275	Androgen Receptor	86.48%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.46%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.71%	97.14%
CHEMBL2581	P07339	Cathepsin D	84.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.19%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	81.88%	97.05%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.44%	99.18%
CHEMBL237	P41145	Kappa opioid receptor	80.09%	98.10%

Plants that contains it

• Salvia divinorum

Cross-Links

• PubChem: 163027643
• LOTUS: LTS0160408
• wikiData: Q104400882