2-[5-hydroxy-6-[6-[6-[6-[[(1S,2R,7S,10S,11S,14R,15R,16R,19S)-10-(hydroxymethyl)-14,16-dimethyl-17,20,21-trioxahexacyclo[14.4.1.01,14.02,11.05,10.015,19]henicos-4-en-7-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 70cac0ff-7665-4d60-a6a8-deae235d5b4c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 2-[5-hydroxy-6-[6-[6-[6-[[(1S,2R,7S,10S,11S,14R,15R,16R,19S)-10-(hydroxymethyl)-14,16-dimethyl-17,20,21-trioxahexacyclo[14.4.1.01,14.02,11.05,10.015,19]henicos-4-en-7-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CCC5(C6C7COC6(OC5(C4CC=C3C2)O7)C)C)CO)OC)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)C)OC1C(C(C(C(O1)CO)O)O)O)OC)O)OC)OC
• SMILES (Isomeric): CC1C(C(CC(O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@@H]6[C@H]7CO[C@@]6(O[C@]5([C@@H]4CC=C3C2)O7)C)C)CO)OC)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)C)OC1C(C(C(C(O1)CO)O)O)O)OC)O)OC)OC
• InChI: InChI=1S/C55H88O23/c1-24-44(32(62-7)18-37(67-24)71-29-13-16-54(23-57)28(17-29)11-12-31-30(54)14-15-52(5)49-36-22-66-53(49,6)78-55(31,52)77-36)73-38-19-33(63-8)45(25(2)68-38)74-39-20-34(64-9)46(26(3)69-39)75-51-43(61)48(65-10)47(27(4)70-51)76-50-42(60)41(59)40(58)35(21-56)72-50/h11,24-27,29-51,56-61H,12-23H2,1-10H3/t24?,25?,26?,27?,29-,30-,31+,32?,33?,34?,35?,36+,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49-,50?,51?,52+,53+,54+,55-/m0/s1
• InChI Key: QDDIGHZZODHFSZ-QCNSMRHBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₃
• Molecular Weight: 1117.30 g/mol
• Exact Mass: 1116.57163905 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 23
• H-Bond Donor: 6
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7221	72.21%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7118	71.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9074	90.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9191	91.91%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	+	0.6982	69.82%
CYP3A4 substrate	+	0.7380	73.80%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9649	96.49%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.8652	86.52%
CYP2C8 inhibition	+	0.7734	77.34%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.6308	63.08%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7524	75.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8369	83.69%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9074	90.74%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8737	87.37%
Acute Oral Toxicity (c)	I	0.4348	43.48%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	+	0.5977	59.77%
Glucocorticoid receptor binding	+	0.7733	77.33%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	+	0.8263	82.63%
Honey bee toxicity	-	0.6050	60.50%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9084	90.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.71%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.03%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	95.73%	95.93%
CHEMBL1914	P06276	Butyrylcholinesterase	94.98%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.96%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.07%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.83%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.65%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.75%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	88.98%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.07%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.51%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	86.17%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.07%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.31%	98.99%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.97%	97.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.40%	91.03%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.50%	97.36%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.41%	91.71%
CHEMBL2581	P07339	Cathepsin D	81.72%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162915113
• LOTUS: LTS0038457
• wikiData: Q105218753