3,6-Dimethyl-2-(3-methylbut-2-enylidene)-3a,4,5,7a-tetrahydro-1-benzofuran-3-ol

Details

• Internal ID: 355e4b52-2453-482e-8c5d-545c6f07e57d
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3,6-dimethyl-2-(3-methylbut-2-enylidene)-3a,4,5,7a-tetrahydro-1-benzofuran-3-ol
• SMILES (Canonical): CC1=CC2C(CC1)C(C(=CC=C(C)C)O2)(C)O
• SMILES (Isomeric): CC1=CC2C(CC1)C(C(=CC=C(C)C)O2)(C)O
• InChI: InChI=1S/C15H22O2/c1-10(2)5-8-14-15(4,16)12-7-6-11(3)9-13(12)17-14/h5,8-9,12-13,16H,6-7H2,1-4H3
• InChI Key: ORTJVSXUILUUMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 2
• 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	+	0.9939	99.39%
Caco-2	+	0.7483	74.83%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4467	44.67%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8193	81.93%
P-glycoprotein inhibitior	-	0.9444	94.44%
P-glycoprotein substrate	-	0.8565	85.65%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	0.7777	77.77%
CYP2D6 substrate	-	0.7845	78.45%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.7549	75.49%
CYP2C19 inhibition	-	0.6134	61.34%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	+	0.6300	63.00%
CYP2C8 inhibition	-	0.7830	78.30%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4764	47.64%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.8340	83.40%
Skin irritation	+	0.5409	54.09%
Skin corrosion	-	0.8383	83.83%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5561	55.61%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	+	0.5307	53.07%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6097	60.97%
Acute Oral Toxicity (c)	III	0.6636	66.36%
Estrogen receptor binding	-	0.5785	57.85%
Androgen receptor binding	-	0.6882	68.82%
Thyroid receptor binding	-	0.6177	61.77%
Glucocorticoid receptor binding	-	0.7752	77.52%
Aromatase binding	-	0.7110	71.10%
PPAR gamma	-	0.6016	60.16%
Honey bee toxicity	-	0.8965	89.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8754	87.54%

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	96.97%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.94%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.99%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.77%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	83.17%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.20%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%

Plants that contains it

• Angelica keiskei

Cross-Links

• PubChem: 75221069
• LOTUS: LTS0204553
• wikiData: Q105198433