5-Hydroxy-7-methoxyindan-1-spiro cyclohexane

Details

• Internal ID: 7e137fbf-5cec-46fc-b53b-776aafd08a76
• Taxonomy: Benzenoids > Indanes > Indan-1-spirocyclohexanes
• IUPAC Name: 7-methoxyspiro[2,3-dihydroindene-1,1'-cyclohexane]-5-ol
• SMILES (Canonical): COC1=CC(=CC2=C1C3(CCCCC3)CC2)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3(CCCCC3)CC2)O
• InChI: InChI=1S/C15H20O2/c1-17-13-10-12(16)9-11-5-8-15(14(11)13)6-3-2-4-7-15/h9-10,16H,2-8H2,1H3
• InChI Key: WIORXPRHJCKWLT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 5-hydroxy-7-methoxyindan-1-spiro cyclohexane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8586	85.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7650	76.50%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8612	86.12%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.8373	83.73%
CYP3A4 substrate	+	0.5316	53.16%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	+	0.5128	51.28%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.5919	59.19%
CYP2C19 inhibition	+	0.6899	68.99%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	+	0.8062	80.62%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6410	64.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6520	65.20%
Carcinogenicity (trinary)	Non-required	0.3991	39.91%
Eye corrosion	-	0.9517	95.17%
Eye irritation	+	0.8084	80.84%
Skin irritation	-	0.6089	60.89%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4260	42.60%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5655	56.55%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6682	66.82%
Acute Oral Toxicity (c)	III	0.6862	68.62%
Estrogen receptor binding	+	0.6259	62.59%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	+	0.5771	57.71%
Glucocorticoid receptor binding	-	0.6543	65.43%
Aromatase binding	-	0.6698	66.98%
PPAR gamma	+	0.6701	67.01%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6251	62.51%
Fish aquatic toxicity	+	0.8747	87.47%

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	96.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.47%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.74%	94.03%
CHEMBL2535	P11166	Glucose transporter	84.46%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.19%	94.00%
CHEMBL233	P35372	Mu opioid receptor	82.08%	97.93%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.83%	91.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.48%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.34%	92.94%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 117952695
• LOTUS: LTS0161365
• wikiData: Q105306426