(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-carboxylic acid

Details

• Internal ID: 1128e6a9-d235-446c-be61-c200e0e7ee22
• 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-carboxylic acid
• InChI: InChI=1S/C15H22O6/c1-8(2)10-4-5-14(3)7-11-9(13(16)17)6-12(19-18)15(10,14)21-20-11/h6,8,10-12,18H,4-5,7H2,1-3H3,(H,16,17)/t10-,11+,12+,14-,15+/m1/s1
• InChI Key: GTWTXYNHJBTGGX-NUNXZZDCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9256	92.56%
Caco-2	+	0.5844	58.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6674	66.74%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9776	97.76%
P-glycoprotein inhibitior	-	0.8734	87.34%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.5828	58.28%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.9340	93.40%
CYP2C9 inhibition	-	0.7679	76.79%
CYP2C19 inhibition	-	0.7576	75.76%
CYP2D6 inhibition	-	0.9067	90.67%
CYP1A2 inhibition	-	0.5396	53.96%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8821	88.21%
Skin irritation	-	0.6146	61.46%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7488	74.88%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.7734	77.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6827	68.27%
Acute Oral Toxicity (c)	III	0.3884	38.84%
Estrogen receptor binding	+	0.8743	87.43%
Androgen receptor binding	+	0.5758	57.58%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	+	0.5501	55.01%
PPAR gamma	-	0.5270	52.70%
Honey bee toxicity	-	0.8088	80.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9637	96.37%

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	97.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.62%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.73%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.43%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.92%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.27%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.20%	94.08%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 15736713
• LOTUS: LTS0094141
• wikiData: Q105019581