2',3'-Dihydrospiro[cyclohexane-1,1'-indene]-5',7'-diol

Details

• Internal ID: 594383b7-ecc0-44de-85c5-c9c13addab4b
• Taxonomy: Benzenoids > Indanes > Indan-1-spirocyclohexanes
• IUPAC Name: spiro[1,2-dihydroindene-3,1'-cyclohexane]-4,6-diol
• InChI: InChI=1S/C14H18O2/c15-11-8-10-4-7-14(5-2-1-3-6-14)13(10)12(16)9-11/h8-9,15-16H,1-7H2
• InChI Key: DJMJKPIOHKKBLO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 2',3'-Dihydrospiro[cyclohexane-1,1'-indene]-5',7'-diol
• DTXSID90761971
• 5,7-dihydroxyindan-1-spiro-cyclohexane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.7875	78.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6507	65.07%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8508	85.08%
P-glycoprotein inhibitior	-	0.9690	96.90%
P-glycoprotein substrate	-	0.9458	94.58%
CYP3A4 substrate	-	0.5641	56.41%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	+	0.4270	42.70%
CYP3A4 inhibition	-	0.8399	83.99%
CYP2C9 inhibition	+	0.5888	58.88%
CYP2C19 inhibition	+	0.6132	61.32%
CYP2D6 inhibition	-	0.7684	76.84%
CYP1A2 inhibition	+	0.8279	82.79%
CYP2C8 inhibition	-	0.6665	66.65%
CYP inhibitory promiscuity	+	0.5942	59.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.4638	46.38%
Eye corrosion	-	0.9438	94.38%
Eye irritation	+	0.9516	95.16%
Skin irritation	+	0.5115	51.15%
Skin corrosion	-	0.8563	85.63%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4488	44.88%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5405	54.05%
skin sensitisation	-	0.6603	66.03%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	III	0.7495	74.95%
Estrogen receptor binding	+	0.6281	62.81%
Androgen receptor binding	+	0.6060	60.60%
Thyroid receptor binding	-	0.5162	51.62%
Glucocorticoid receptor binding	-	0.6352	63.52%
Aromatase binding	-	0.7004	70.04%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.9440	94.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9094	90.94%

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	97.78%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.90%	96.12%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.24%	93.40%
CHEMBL233	P35372	Mu opioid receptor	94.07%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL238	Q01959	Dopamine transporter	86.11%	95.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.06%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.44%	99.15%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 71333767
• LOTUS: LTS0055018
• wikiData: Q82717080