(3aR,4aR,8aR,9aR)-8a-methyl-2,3,5-trimethylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-4a-ol

Details

• Internal ID: 3eafcf56-ef20-448f-8021-3b996b80eec3
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,4aR,8aR,9aR)-8a-methyl-2,3,5-trimethylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-4a-ol
• InChI: InChI=1S/C16H22O2/c1-10-6-5-7-15(4)9-14-13(8-16(10,15)17)11(2)12(3)18-14/h13-14,17H,1-3,5-9H2,4H3/t13-,14-,15-,16-/m1/s1
• InChI Key: BRGBGTWCHCTWLY-KLHDSHLOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.34 g/mol
• Exact Mass: 246.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.6439	64.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4229	42.29%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9632	96.32%
P-glycoprotein inhibitior	-	0.9420	94.20%
P-glycoprotein substrate	-	0.8736	87.36%
CYP3A4 substrate	+	0.5274	52.74%
CYP2C9 substrate	-	0.7768	77.68%
CYP2D6 substrate	-	0.7968	79.68%
CYP3A4 inhibition	-	0.6509	65.09%
CYP2C9 inhibition	-	0.8673	86.73%
CYP2C19 inhibition	+	0.6576	65.76%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	+	0.5334	53.34%
CYP2C8 inhibition	-	0.7628	76.28%
CYP inhibitory promiscuity	-	0.7470	74.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4138	41.38%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.5780	57.80%
Skin irritation	+	0.4920	49.20%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5430	54.30%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7303	73.03%
skin sensitisation	-	0.6192	61.92%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6571	65.71%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	-	0.5381	53.81%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6284	62.84%
Glucocorticoid receptor binding	+	0.6760	67.60%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	-	0.6660	66.60%
Honey bee toxicity	-	0.8749	87.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9772	97.72%

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	94.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.99%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.36%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.97%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.12%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.04%	95.50%

Plants that contains it

• Calea prunifolia

Cross-Links

• PubChem: 162914202
• LOTUS: LTS0229513
• wikiData: Q104944780