4,6-Dimethoxyspiro[1,2-dihydroindene-3,4'-cyclohexane]-1'-one

Details

• Internal ID: 95475fab-a6d4-4b8b-8841-68cc86d1d1db
• Taxonomy: Benzenoids > Indanes > Indan-1-spirocyclohexanes
• IUPAC Name: 4,6-dimethoxyspiro[1,2-dihydroindene-3,4'-cyclohexane]-1'-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C3(CCC(=O)CC3)CC2
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C3(CCC(=O)CC3)CC2
• InChI: InChI=1S/C16H20O3/c1-18-13-9-11-3-6-16(7-4-12(17)5-8-16)15(11)14(10-13)19-2/h9-10H,3-8H2,1-2H3
• InChI Key: TWKHTWMVPCKUTI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8568	85.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8566	85.66%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9532	95.32%
OATP1B3 inhibitior	+	0.9825	98.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6153	61.53%
P-glycoprotein inhibitior	-	0.9136	91.36%
P-glycoprotein substrate	-	0.9115	91.15%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	+	0.4268	42.68%
CYP3A4 inhibition	-	0.8098	80.98%
CYP2C9 inhibition	-	0.5978	59.78%
CYP2C19 inhibition	+	0.6102	61.02%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	+	0.6456	64.56%
CYP2C8 inhibition	-	0.9246	92.46%
CYP inhibitory promiscuity	-	0.6983	69.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.4975	49.75%
Eye corrosion	-	0.9512	95.12%
Eye irritation	+	0.7835	78.35%
Skin irritation	-	0.7572	75.72%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4611	46.11%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5916	59.16%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7392	73.92%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6400	64.00%
Acute Oral Toxicity (c)	III	0.6107	61.07%
Estrogen receptor binding	-	0.5597	55.97%
Androgen receptor binding	+	0.5738	57.38%
Thyroid receptor binding	-	0.6175	61.75%
Glucocorticoid receptor binding	-	0.5215	52.15%
Aromatase binding	-	0.6292	62.92%
PPAR gamma	-	0.6157	61.57%
Honey bee toxicity	-	0.8363	83.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9319	93.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.39%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.24%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.46%	93.40%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.21%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.84%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.26%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.02%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.91%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.82%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.26%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	81.56%	93.31%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 11196250
• LOTUS: LTS0120371
• wikiData: Q105265873