4a,7,7a-Trimethyl-4-methylidene-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran

Details

• Internal ID: a49fcc3e-7bf9-4269-a437-8f6f64e87789
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4a,7,7a-trimethyl-4-methylidene-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran
• SMILES (Canonical): CC1CCC2(C1(CC3=C(C2=C)C=CO3)C)C
• SMILES (Isomeric): CC1CCC2(C1(CC3=C(C2=C)C=CO3)C)C
• InChI: InChI=1S/C15H20O/c1-10-5-7-14(3)11(2)12-6-8-16-13(12)9-15(10,14)4/h6,8,10H,2,5,7,9H2,1,3-4H3
• InChI Key: KCODQVBELYNHHR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.32 g/mol
• Exact Mass: 216.151415257 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 1
• 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	+	0.9955	99.55%
Caco-2	+	0.7209	72.09%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Lysosomes	0.3857	38.57%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.8926	89.26%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9179	91.79%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.8743	87.43%
CYP3A4 substrate	+	0.5453	54.53%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.7344	73.44%
CYP3A4 inhibition	-	0.7421	74.21%
CYP2C9 inhibition	-	0.7384	73.84%
CYP2C19 inhibition	+	0.6691	66.91%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	+	0.7335	73.35%
CYP2C8 inhibition	-	0.6358	63.58%
CYP inhibitory promiscuity	+	0.5950	59.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.4868	48.68%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.7171	71.71%
Skin irritation	-	0.5647	56.47%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3719	37.19%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	+	0.6215	62.15%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5145	51.45%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6314	63.14%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	-	0.7502	75.02%
Androgen receptor binding	-	0.5277	52.77%
Thyroid receptor binding	-	0.7319	73.19%
Glucocorticoid receptor binding	-	0.8700	87.00%
Aromatase binding	-	0.6834	68.34%
PPAR gamma	-	0.5961	59.61%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	91.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.45%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.73%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.09%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.74%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	82.82%	97.79%
CHEMBL2581	P07339	Cathepsin D	80.54%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.18%	97.14%

Plants that contains it

• Ptychanthus striatus

Cross-Links

• PubChem: 162981431
• LOTUS: LTS0216754
• wikiData: Q105138861