methyl (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-carboxylate

Details

• Internal ID: 6fd9dbdf-f0f4-4211-9100-8cd01102fe42
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: methyl (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-carboxylate
• SMILES (Canonical): CC(C)C1CCC2(C13C(C=C(C(C2)OO3)C(=O)OC)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@]13[C@H](C=C([C@H](C2)OO3)C(=O)OC)O)C
• InChI: InChI=1S/C16H24O5/c1-9(2)11-5-6-15(3)8-12-10(14(18)19-4)7-13(17)16(11,15)21-20-12/h7,9,11-13,17H,5-6,8H2,1-4H3/t11-,12+,13+,15-,16+/m1/s1
• InChI Key: BZODLVUNDCEFAE-GADBESIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	+	0.7649	76.49%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6395	63.95%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9125	91.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9378	93.78%
P-glycoprotein inhibitior	-	0.8519	85.19%
P-glycoprotein substrate	-	0.6531	65.31%
CYP3A4 substrate	+	0.6391	63.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.9072	90.72%
CYP2C9 inhibition	-	0.7827	78.27%
CYP2C19 inhibition	-	0.7455	74.55%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5690	56.90%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.6137	61.37%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7730	77.30%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5720	57.20%
Acute Oral Toxicity (c)	II	0.3646	36.46%
Estrogen receptor binding	+	0.8743	87.43%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	+	0.6068	60.68%
Glucocorticoid receptor binding	+	0.6248	62.48%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	-	0.5285	52.85%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9232	92.32%

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	97.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.65%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.36%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.65%	92.62%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.55%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.73%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.42%	100.00%
CHEMBL5028	O14672	ADAM10	80.10%	97.50%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 14878564
• LOTUS: LTS0012571
• wikiData: Q104950601