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

Details

• Internal ID: 9c1b9a1b-bb12-4544-bf39-08b4e0547834
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: (1R,2R,5R,7S,10S)-10-hydroxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2(C13C(C=C(C(C2)OO3)C(=O)O)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@]13[C@H](C=C([C@H](C2)OO3)C(=O)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(10,14)20-19-11/h6,8,10-12,16H,4-5,7H2,1-3H3,(H,17,18)/t10-,11+,12+,14-,15+/m1/s1
• InChI Key: DIDYJHXLVGRDST-NUNXZZDCSA-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: 1.70
• Atomic LogP (AlogP): 1.90
• 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	+	0.9488	94.88%
Caco-2	+	0.6229	62.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6436	64.36%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9731	97.31%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.7784	77.84%
CYP3A4 substrate	+	0.5466	54.66%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8229	82.29%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	+	0.5374	53.74%
CYP2C8 inhibition	-	0.7797	77.97%
CYP inhibitory promiscuity	-	0.9501	95.01%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5777	57.77%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.5381	53.81%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6973	69.73%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6290	62.90%
skin sensitisation	-	0.7401	74.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5561	55.61%
Acute Oral Toxicity (c)	III	0.3889	38.89%
Estrogen receptor binding	+	0.8949	89.49%
Androgen receptor binding	+	0.5763	57.63%
Thyroid receptor binding	+	0.6499	64.99%
Glucocorticoid receptor binding	+	0.7110	71.10%
Aromatase binding	-	0.4934	49.34%
PPAR gamma	-	0.5303	53.03%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9551	95.51%

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	95.46%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.29%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.21%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.37%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.63%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.55%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.29%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.85%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.08%	91.19%

Plants that contains it

• Hoya carnosa
• Rosa rugosa

Cross-Links

• PubChem: 14543564
• LOTUS: LTS0005124
• wikiData: Q105152649