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

Details

• Internal ID: a4734fdc-34af-440f-a9d4-4871c512cec9
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,4aR,8aR,9aR)-4a-hydroperoxy-8a-methyl-2,3,5-trimethylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran
• InChI: InChI=1S/C16H22O3/c1-10-6-5-7-15(4)9-14-13(8-16(10,15)19-17)11(2)12(3)18-14/h13-14,17H,1-3,5-9H2,4H3/t13-,14-,15-,16-/m1/s1
• InChI Key: LZVHNJJABGEJBR-KLHDSHLOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6333	63.33%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5189	51.89%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8751	87.51%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5052	50.52%
BSEP inhibitior	-	0.9681	96.81%
P-glycoprotein inhibitior	-	0.9276	92.76%
P-glycoprotein substrate	-	0.8259	82.59%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7666	76.66%
CYP3A4 inhibition	-	0.5811	58.11%
CYP2C9 inhibition	-	0.7625	76.25%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.5087	50.87%
CYP2C8 inhibition	-	0.6347	63.47%
CYP inhibitory promiscuity	-	0.5169	51.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4720	47.20%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.6001	60.01%
Skin irritation	-	0.6092	60.92%
Skin corrosion	-	0.8875	88.75%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6000	60.00%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7249	72.49%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4688	46.88%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	-	0.6284	62.84%
Androgen receptor binding	+	0.5713	57.13%
Thyroid receptor binding	-	0.5938	59.38%
Glucocorticoid receptor binding	+	0.6563	65.63%
Aromatase binding	+	0.6299	62.99%
PPAR gamma	-	0.6363	63.63%
Honey bee toxicity	-	0.8046	80.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	94.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.04%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.70%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.49%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.90%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	81.69%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.21%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.90%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	80.62%	95.38%

Plants that contains it

• Calea prunifolia

Cross-Links

• PubChem: 163007555
• LOTUS: LTS0178880
• wikiData: Q105160158