11-Hydroxy-6-methyl-3-propan-2-yl-2,12-dioxatricyclo[6.3.1.01,6]dodec-9-ene-9-carboxylic acid

Details

• Internal ID: 529120f8-deb7-4582-a917-baa4b011c56e
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: 11-hydroxy-6-methyl-3-propan-2-yl-2,12-dioxatricyclo[6.3.1.01,6]dodec-9-ene-9-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2(CC3C(=CC(C2(O1)O3)O)C(=O)O)C
• SMILES (Isomeric): CC(C)C1CCC2(CC3C(=CC(C2(O1)O3)O)C(=O)O)C
• InChI: InChI=1S/C15H22O5/c1-8(2)10-4-5-14(3)7-11-9(13(17)18)6-12(16)15(14,19-10)20-11/h6,8,10-12,16H,4-5,7H2,1-3H3,(H,17,18)
• InChI Key: USJPIXZLBJXWSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	+	0.5189	51.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7209	72.09%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9017	90.17%
P-glycoprotein inhibitior	-	0.8807	88.07%
P-glycoprotein substrate	-	0.8021	80.21%
CYP3A4 substrate	+	0.5665	56.65%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.8518	85.18%
CYP2C19 inhibition	-	0.8409	84.09%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.6385	63.85%
CYP2C8 inhibition	-	0.8510	85.10%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4380	43.80%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.5117	51.17%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8087	80.87%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.7578	75.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6538	65.38%
Acute Oral Toxicity (c)	III	0.5170	51.70%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.5397	53.97%
Thyroid receptor binding	+	0.6195	61.95%
Glucocorticoid receptor binding	+	0.7128	71.28%
Aromatase binding	+	0.5338	53.38%
PPAR gamma	-	0.5171	51.71%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9539	95.39%

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	96.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.57%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.37%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.26%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.14%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.56%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.96%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.75%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162907305
• LOTUS: LTS0226252
• wikiData: Q105278239