(1R,2R,5R,7S,10S)-10-hydroperoxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carbaldehyde

Details

• Internal ID: d87d8898-39c6-4634-a1d8-d6012ba86750
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: (1R,2R,5R,7S,10S)-10-hydroperoxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carbaldehyde
• SMILES (Canonical): CC(C)C1CCC2(C13C(C=C(C(C2)OO3)C=O)OO)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@]13[C@H](C=C([C@H](C2)OO3)C=O)OO)C
• InChI: InChI=1S/C15H22O5/c1-9(2)11-4-5-14(3)7-12-10(8-16)6-13(18-17)15(11,14)20-19-12/h6,8-9,11-13,17H,4-5,7H2,1-3H3/t11-,12+,13+,14-,15+/m1/s1
• InChI Key: RHLLNTAZVZVMSG-FQKPHLNHSA-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): 65.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.7818	78.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6217	62.17%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8408	84.08%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	-	0.9744	97.44%
P-glycoprotein inhibitior	-	0.8827	88.27%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	+	0.5996	59.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8375	83.75%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.7966	79.66%
CYP2C19 inhibition	-	0.8054	80.54%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.5828	58.28%
CYP2C8 inhibition	-	0.6769	67.69%
CYP inhibitory promiscuity	-	0.9300	93.00%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.9507	95.07%
Skin irritation	-	0.6254	62.54%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4671	46.71%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5810	58.10%
skin sensitisation	-	0.7464	74.64%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5349	53.49%
Acute Oral Toxicity (c)	III	0.3946	39.46%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	+	0.5466	54.66%
Thyroid receptor binding	+	0.5748	57.48%
Glucocorticoid receptor binding	-	0.4843	48.43%
Aromatase binding	-	0.5462	54.62%
PPAR gamma	-	0.5677	56.77%
Honey bee toxicity	-	0.7579	75.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9253	92.53%

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	96.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.16%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.84%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.96%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	82.19%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.09%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.95%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 14829220
• LOTUS: LTS0140426
• wikiData: Q105236471