(4aS,8aR)-6,9,9-trimethyl-4a,7,8,8a-tetrahydro-4H-benzo[f][1]benzofuran

Details

• Internal ID: 0333624a-7d0f-4de3-932f-d561784b0c27
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aS,8aR)-6,9,9-trimethyl-4a,7,8,8a-tetrahydro-4H-benzo[f][1]benzofuran
• SMILES (Canonical): CC1=CC2CC3=C(C(C2CC1)(C)C)OC=C3
• SMILES (Isomeric): CC1=C[C@@H]2CC3=C(C([C@@H]2CC1)(C)C)OC=C3
• InChI: InChI=1S/C15H20O/c1-10-4-5-13-12(8-10)9-11-6-7-16-14(11)15(13,2)3/h6-8,12-13H,4-5,9H2,1-3H3/t12-,13-/m1/s1
• InChI Key: DIPYJSWOBDKTRL-CHWSQXEVSA-N
• Popularity: 1 reference 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: 3.90
• Atomic LogP (AlogP): 4.09
• 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	+	0.9965	99.65%
Caco-2	+	0.9028	90.28%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.3342	33.42%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7645	76.45%
P-glycoprotein inhibitior	-	0.9634	96.34%
P-glycoprotein substrate	-	0.8471	84.71%
CYP3A4 substrate	+	0.5930	59.30%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.6873	68.73%
CYP3A4 inhibition	-	0.7655	76.55%
CYP2C9 inhibition	-	0.5378	53.78%
CYP2C19 inhibition	+	0.8417	84.17%
CYP2D6 inhibition	-	0.8048	80.48%
CYP1A2 inhibition	+	0.6030	60.30%
CYP2C8 inhibition	+	0.4598	45.98%
CYP inhibitory promiscuity	+	0.8202	82.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.4869	48.69%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.6891	68.91%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7632	76.32%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6168	61.68%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5896	58.96%
Acute Oral Toxicity (c)	III	0.6615	66.15%
Estrogen receptor binding	-	0.7697	76.97%
Androgen receptor binding	-	0.5879	58.79%
Thyroid receptor binding	-	0.6686	66.86%
Glucocorticoid receptor binding	-	0.7382	73.82%
Aromatase binding	-	0.6065	60.65%
PPAR gamma	-	0.6777	67.77%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	92.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.05%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.70%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.45%	86.33%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 10878576
• NPASS: NPC280829