(8Z)-8-ethylidene-14-hydroxy-15-(1-hydroxypropan-2-yl)-17-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,12-trioxatricyclo[12.2.1.04,9]heptadec-4-ene-3,11-dione

Details

• Internal ID: 2de97534-7528-41f3-a146-a127133a66d9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (8Z)-8-ethylidene-14-hydroxy-15-(1-hydroxypropan-2-yl)-17-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,12-trioxatricyclo[12.2.1.04,9]heptadec-4-ene-3,11-dione
• SMILES (Canonical): CC=C1C2CC(=O)OCC3(C(C(CC3C(C)CO)OC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C)O
• SMILES (Isomeric): C/C=C\1/C2CC(=O)OCC3(C(C(CC3C(C)CO)OC(=O)C2=COC1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)O
• InChI: InChI=1S/C26H38O13/c1-4-13-14-5-19(29)36-10-26(34)12(3)17(6-16(26)11(2)7-27)37-23(33)15(14)9-35-24(13)39-25-22(32)21(31)20(30)18(8-28)38-25/h4,9,11-12,14,16-18,20-22,24-25,27-28,30-32,34H,5-8,10H2,1-3H3/b13-4-/t11?,12?,14?,16?,17?,18-,20-,21+,22-,24?,25+,26?/m1/s1
• InChI Key: SIRDTQUFJRAAHW-SKELTNFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₃
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.23124126 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7804	78.04%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7808	78.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.8897	88.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4568	45.68%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5653	56.53%
CYP3A4 substrate	+	0.6802	68.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.8689	86.89%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	+	0.5212	52.12%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9345	93.45%
Skin irritation	-	0.5387	53.87%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4211	42.11%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6708	67.08%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5816	58.16%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.6393	63.93%
Thyroid receptor binding	-	0.6553	65.53%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.6040	60.40%
Honey bee toxicity	-	0.6587	65.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	95.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.62%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.95%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.88%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.24%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.21%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.59%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	87.95%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.07%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.96%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.77%	100.00%

Plants that contains it

• Jasminum mesnyi

Cross-Links

• PubChem: 101606396
• LOTUS: LTS0241605
• wikiData: Q105253982