[(1S,2E,8R,10S,11R)-8,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-6-yl]methyl acetate

Details

• Internal ID: 860fc3c6-e233-4bd5-bd58-8321ece079a5
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(1S,2E,8R,10S,11R)-8,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-6-yl]methyl acetate
• SMILES (Canonical): CC1CC(C2=C(C(=O)OC2=CC3(CCC1(O3)O)C)COC(=O)C)O
• SMILES (Isomeric): C[C@H]1C[C@H](C\2=C(C(=O)O/C2=C/[C@@]3(CC[C@]1(O3)O)C)COC(=O)C)O
• InChI: InChI=1S/C17H22O7/c1-9-6-12(19)14-11(8-22-10(2)18)15(20)23-13(14)7-16(3)4-5-17(9,21)24-16/h7,9,12,19,21H,4-6,8H2,1-3H3/b13-7+/t9-,12+,16-,17+/m0/s1
• InChI Key: LGGOIMAXQUUDCN-POXGZMRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 7
• 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	+	0.9839	98.39%
Caco-2	+	0.6024	60.24%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8231	82.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7136	71.36%
BSEP inhibitior	+	0.6766	67.66%
P-glycoprotein inhibitior	-	0.7524	75.24%
P-glycoprotein substrate	-	0.7265	72.65%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.5218	52.18%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.9257	92.57%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.6783	67.83%
CYP2C8 inhibition	-	0.6650	66.50%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4335	43.35%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9192	91.92%
Skin irritation	+	0.5726	57.26%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6633	66.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.9148	91.48%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7767	77.67%
Acute Oral Toxicity (c)	III	0.3697	36.97%
Estrogen receptor binding	+	0.6425	64.25%
Androgen receptor binding	+	0.5828	58.28%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	+	0.7801	78.01%
Aromatase binding	+	0.5846	58.46%
PPAR gamma	+	0.6240	62.40%
Honey bee toxicity	-	0.8580	85.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	98.13%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.41%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.53%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.71%	91.19%

Plants that contains it

• Vernonanthura pinguis

Cross-Links

• PubChem: 163185424
• LOTUS: LTS0100085
• wikiData: Q105151342