(5S,6R,9S,10S,15S,16E,17S)-16-ethylidene-6-hydroxy-5,9-dimethyl-17-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,12,18-trioxatricyclo[13.4.0.06,10]nonadec-1(19)-ene-2,13-dione

Details

• Internal ID: 6b96b486-16e6-498e-ab53-66c7aaf08c3c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (5S,6R,9S,10S,15S,16E,17S)-16-ethylidene-6-hydroxy-5,9-dimethyl-17-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,12,18-trioxatricyclo[13.4.0.06,10]nonadec-1(19)-ene-2,13-dione
• SMILES (Canonical): CC=C1C2CC(=O)OCC3C(CCC3(C(COC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C)O)C
• SMILES (Isomeric): C/C=C/1\[C@@H]2CC(=O)OC[C@@H]3[C@H](CC[C@]3([C@H](COC(=O)C2=CO[C@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)O)C
• InChI: InChI=1S/C26H38O12/c1-4-14-15-7-19(28)34-11-17-12(2)5-6-26(17,33)13(3)9-35-23(32)16(15)10-36-24(14)38-25-22(31)21(30)20(29)18(8-27)37-25/h4,10,12-13,15,17-18,20-22,24-25,27,29-31,33H,5-9,11H2,1-3H3/b14-4+/t12-,13-,15-,17+,18+,20+,21-,22+,24-,25+,26+/m0/s1
• InChI Key: QYCPHIAOHWROAF-IKBRQQLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₂
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.23632664 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7521	75.21%
Caco-2	-	0.8537	85.37%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	-	0.5578	55.78%
P-glycoprotein inhibitior	-	0.4817	48.17%
P-glycoprotein substrate	-	0.5597	55.97%
CYP3A4 substrate	+	0.6845	68.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	+	0.5272	52.72%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9380	93.80%
Skin irritation	+	0.5512	55.12%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.5923	59.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4415	44.15%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7466	74.66%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7526	75.26%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	+	0.6779	67.79%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	+	0.7798	77.98%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	-	0.4841	48.41%
Honey bee toxicity	-	0.6975	69.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9503	95.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.69%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.47%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.23%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.07%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.98%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.77%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.73%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.97%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	84.53%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.40%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.83%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.27%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	81.06%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.92%	95.83%

Plants that contains it

• Jasminum mesnyi

Cross-Links

• PubChem: 162942648
• LOTUS: LTS0047091
• wikiData: Q105230034