[2a,7-dihydroxy-7a-(hydroxymethyl)-2,2,4a-trimethyl-3,4,7,7b-tetrahydro-1H-cyclobuta[e]inden-3-yl] acetate

Details

• Internal ID: 685d3880-0aa9-4a8a-b209-271b9d5d1e02
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: [2a,7-dihydroxy-7a-(hydroxymethyl)-2,2,4a-trimethyl-3,4,7,7b-tetrahydro-1H-cyclobuta[e]inden-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2(C=CC(C2(C3C1(C(C3)(C)C)O)CO)O)C
• SMILES (Isomeric): CC(=O)OC1CC2(C=CC(C2(C3C1(C(C3)(C)C)O)CO)O)C
• InChI: InChI=1S/C17H26O5/c1-10(19)22-13-8-15(4)6-5-12(20)16(15,9-18)11-7-14(2,3)17(11,13)21/h5-6,11-13,18,20-21H,7-9H2,1-4H3
• InChI Key: AWEWWAXAENGDTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	-	0.5787	57.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.8870	88.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9093	90.93%
BSEP inhibitior	-	0.7537	75.37%
P-glycoprotein inhibitior	-	0.9267	92.67%
P-glycoprotein substrate	-	0.7695	76.95%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.7876	78.76%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8092	80.92%
CYP2C8 inhibition	-	0.8336	83.36%
CYP inhibitory promiscuity	-	0.8784	87.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6518	65.18%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6988	69.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4723	47.23%
Acute Oral Toxicity (c)	III	0.5580	55.80%
Estrogen receptor binding	+	0.8505	85.05%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	-	0.4898	48.98%
PPAR gamma	-	0.5113	51.13%
Honey bee toxicity	-	0.7998	79.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.69%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.39%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.61%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.44%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163051036
• LOTUS: LTS0117347
• wikiData: Q104085892