Cylindrene

Details

• Internal ID: cdfb8727-868c-4cb3-b8b7-93c124a07bee
• Taxonomy: Benzenoids > Indanes
• IUPAC Name: 1-(3-hydroxy-3-methyl-7-propan-2-yl-1,2-dihydroinden-5-yl)ethanone
• SMILES (Canonical): CC(C)C1=C2CCC(C2=CC(=C1)C(=O)C)(C)O
• SMILES (Isomeric): CC(C)C1=C2CCC(C2=CC(=C1)C(=O)C)(C)O
• InChI: InChI=1S/C15H20O2/c1-9(2)13-7-11(10(3)16)8-14-12(13)5-6-15(14,4)17/h7-9,17H,5-6H2,1-4H3
• InChI Key: QMVDVUGKEIJAKJ-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): 37.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 158204-49-0
• 1-(3-hydroxy-3-methyl-7-propan-2-yl-1,2-dihydroinden-5-yl)ethanone
• CHEMBL470669
• DTXSID90935877
• 1-[3-Hydroxy-3-methyl-7-(propan-2-yl)-2,3-dihydro-1H-inden-5-yl]ethan-1-one
• Ethanone, 1-(2,3-dihydro-3-hydroxy-3-methyl-7-(1-methylethyl)-1H-inden-5-yl)-, (-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8007	80.07%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6637	66.37%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9490	94.90%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8733	87.33%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7688	76.88%
CYP3A4 inhibition	-	0.8883	88.83%
CYP2C9 inhibition	-	0.7892	78.92%
CYP2C19 inhibition	-	0.8172	81.72%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	+	0.7026	70.26%
CYP2C8 inhibition	-	0.9315	93.15%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9683	96.83%
Eye irritation	+	0.7663	76.63%
Skin irritation	+	0.6720	67.20%
Skin corrosion	-	0.8175	81.75%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5983	59.83%
Micronuclear	-	0.9441	94.41%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	+	0.5659	56.59%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7563	75.63%
Acute Oral Toxicity (c)	III	0.8013	80.13%
Estrogen receptor binding	-	0.5795	57.95%
Androgen receptor binding	-	0.7811	78.11%
Thyroid receptor binding	+	0.6607	66.07%
Glucocorticoid receptor binding	-	0.4659	46.59%
Aromatase binding	-	0.8078	80.78%
PPAR gamma	-	0.7675	76.75%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8280	82.80%

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	97.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.91%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.88%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.62%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.45%	91.19%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.34%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.65%	100.00%

Plants that contains it

• Imperata cylindrica

Cross-Links

• PubChem: 190914
• LOTUS: LTS0092545
• wikiData: Q82911977