[(1R,4S,5S,7R,8S,9S)-5-acetyloxy-4,7-dihydroxy-11-methylidene-2,10-dioxatricyclo[5.3.1.04,8]undecan-9-yl] 2-methylpropanoate

Details

• Internal ID: 656c07cf-ae07-48d9-b4df-c41a3ac7c9ab
• Taxonomy: Organoheterocyclic compounds > Dioxepanes > 1,3-dioxepanes
• IUPAC Name: [(1R,4S,5S,7R,8S,9S)-5-acetyloxy-4,7-dihydroxy-11-methylidene-2,10-dioxatricyclo[5.3.1.04,8]undecan-9-yl] 2-methylpropanoate
• InChI: InChI=1S/C16H22O8/c1-7(2)12(18)23-14-11-15(19)5-10(22-9(4)17)16(11,20)6-21-13(24-14)8(15)3/h7,10-11,13-14,19-20H,3,5-6H2,1-2,4H3/t10-,11-,13+,14+,15-,16-/m0/s1
• InChI Key: OEGZSLZSZBSXQC-PBSSREKVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 8
• 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	+	0.8522	85.22%
Caco-2	-	0.7665	76.65%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9343	93.43%
P-glycoprotein inhibitior	-	0.7718	77.18%
P-glycoprotein substrate	-	0.7723	77.23%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.7961	79.61%
CYP2C19 inhibition	-	0.8576	85.76%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8868	88.68%
CYP2C8 inhibition	-	0.7550	75.50%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8076	80.76%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7159	71.59%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.7949	79.49%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7436	74.36%
Acute Oral Toxicity (c)	III	0.4196	41.96%
Estrogen receptor binding	+	0.8267	82.67%
Androgen receptor binding	+	0.5649	56.49%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.5959	59.59%
PPAR gamma	+	0.6114	61.14%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9545	95.45%

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	96.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.21%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.09%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	86.73%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.09%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.77%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.32%	97.36%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.11%	82.50%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 102418646
• LOTUS: LTS0256194
• wikiData: Q105190277