(4S,5R,8S,13R,19R,22R)-8-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one

Details

• Internal ID: 1faa35f0-b0cf-42b6-aa84-c0884769f7f6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4S,5R,8S,13R,19R,22R)-8-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CCC6=COC7(C6C(CO7)OC(=O)C5CC=C4C3)C)C)C)O)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@H]3CC[C@@]4([C@H]5CCC6=CO[C@@]7([C@H]6C(CO7)OC(=O)[C@@H]5CC=C4C3)C)C)C)O)O[C@@H]8C[C@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC
• InChI: InChI=1S/C47H72O19/c1-21-41(64-36-17-31(55-7)43(23(3)60-36)66-45-40(52)39(51)38(50)32(18-48)63-45)29(49)15-34(58-21)65-42-22(2)59-35(16-30(42)54-6)61-26-12-13-46(4)25(14-26)9-10-27-28(46)11-8-24-19-56-47(5)37(24)33(20-57-47)62-44(27)53/h9,19,21-23,26-43,45,48-52H,8,10-18,20H2,1-7H3/t21-,22-,23-,26+,27-,28+,29+,30-,31-,32-,33?,34+,35+,36-,37-,38-,39+,40-,41-,42-,43-,45+,46+,47+/m1/s1
• InChI Key: KKNUBUWZXRGNFT-DWVDXDFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₁₉
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.46678006 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7965	79.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8334	83.34%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9658	96.58%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.7094	70.94%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8872	88.72%
CYP3A4 inhibition	-	0.9381	93.81%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.9210	92.10%
CYP2C8 inhibition	+	0.6656	66.56%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5126	51.26%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5136	51.36%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8046	80.46%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7879	78.79%
Acute Oral Toxicity (c)	I	0.5199	51.99%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	+	0.5624	56.24%
Glucocorticoid receptor binding	+	0.8067	80.67%
Aromatase binding	+	0.6955	69.55%
PPAR gamma	+	0.8256	82.56%
Honey bee toxicity	-	0.6056	60.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8941	89.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.34%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.40%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.06%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.67%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.19%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.04%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.16%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.76%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.28%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.77%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.55%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.16%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.68%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.61%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	81.55%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.98%	95.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.70%	95.71%
CHEMBL5028	O14672	ADAM10	80.46%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.18%	97.14%

Plants that contains it

• Vincetoxicum atratum
• Vincetoxicum hirundinaria subsp. hirundinaria

Cross-Links

• PubChem: 102071873
• LOTUS: LTS0062195
• wikiData: Q104399444