methyl (1S,2R,4S,5S,6S,10R)-5,10-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-ene-7-carboxylate

Details

• Internal ID: 3594fb7f-4cb6-40c3-869d-f2d5d75ac924
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: methyl (1S,2R,4S,5S,6S,10R)-5,10-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-ene-7-carboxylate
• SMILES (Canonical): CC12C3C(C(C1O2)O)C(=COC3O)C(=O)OC
• SMILES (Isomeric): C[C@@]12[C@@H]3[C@H]([C@@H]([C@@H]1O2)O)C(=CO[C@H]3O)C(=O)OC
• InChI: InChI=1S/C11H14O6/c1-11-6-5(7(12)8(11)17-11)4(9(13)15-2)3-16-10(6)14/h3,5-8,10,12,14H,1-2H3/t5-,6-,7+,8+,10-,11-/m1/s1
• InChI Key: DBSFXQQYSTYAIT-YZDIHIQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	-	0.7940	79.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8532	85.32%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9004	90.04%
P-glycoprotein substrate	-	0.8142	81.42%
CYP3A4 substrate	+	0.5984	59.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.6846	68.46%
CYP2C9 inhibition	-	0.8993	89.93%
CYP2C19 inhibition	-	0.6851	68.51%
CYP2D6 inhibition	-	0.8508	85.08%
CYP1A2 inhibition	-	0.8627	86.27%
CYP2C8 inhibition	-	0.6849	68.49%
CYP inhibitory promiscuity	-	0.6074	60.74%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4278	42.78%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.6533	65.33%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6599	65.99%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7001	70.01%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8857	88.57%
Acute Oral Toxicity (c)	III	0.3908	39.08%
Estrogen receptor binding	+	0.7062	70.62%
Androgen receptor binding	-	0.6041	60.41%
Thyroid receptor binding	+	0.5241	52.41%
Glucocorticoid receptor binding	-	0.6415	64.15%
Aromatase binding	-	0.7443	74.43%
PPAR gamma	-	0.6449	64.49%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.6515	65.15%

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	95.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.32%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	84.19%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	82.14%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.10%	99.17%

Plants that contains it

• Phlomoides rotata

Cross-Links

• PubChem: 5318924
• NPASS: NPC175499
• LOTUS: LTS0164884
• wikiData: Q104974778