8-[3-Hydroxy-5-[4-hydroxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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: e8eef85a-6de7-4cd5-bb71-c36f07c5d2fa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 8-[3-hydroxy-5-[4-hydroxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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(C(C2OC)O)OC3CCC4(C5CCC6=COC7(C6C(CO7)OC(=O)C5CC=C4C3)C)C)C)O)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)OC
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(C(C2OC)O)OC3CCC4(C5CCC6=COC7(C6C(CO7)OC(=O)C5CC=C4C3)C)C)C)O)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)OC
• InChI: InChI=1S/C53H82O25/c1-21-44(76-35-16-30(64-6)45(22(2)70-35)78-50-42(61)40(59)38(57)33(75-50)19-66-49-41(60)39(58)37(56)31(17-54)74-49)29(55)15-34(69-21)77-46-23(3)71-51(43(62)47(46)65-7)72-26-12-13-52(4)25(14-26)9-10-27-28(52)11-8-24-18-67-53(5)36(24)32(20-68-53)73-48(27)63/h9,18,21-23,26-47,49-51,54-62H,8,10-17,19-20H2,1-7H3
• InChI Key: NMLAQGQQHDRLKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₂₅
• Molecular Weight: 1119.20 g/mol
• Exact Mass: 1118.51451810 g/mol
• Topological Polar Surface Area (TPSA): 338.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.35
• H-Bond Acceptor: 25
• H-Bond Donor: 9
• Rotatable Bonds: 14

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	-	0.8690	86.90%
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	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9610	96.10%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.7555	75.55%
CYP3A4 substrate	+	0.7509	75.09%
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	+	0.7504	75.04%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5126	51.26%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.5136	51.36%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8112	81.12%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8071	80.71%
Acute Oral Toxicity (c)	I	0.5199	51.99%
Estrogen receptor binding	+	0.8563	85.63%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.5959	59.59%
Glucocorticoid receptor binding	+	0.8063	80.63%
Aromatase binding	+	0.7136	71.36%
PPAR gamma	+	0.8442	84.42%
Honey bee toxicity	-	0.6024	60.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.51%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.34%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	97.51%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.85%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.54%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.15%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.77%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.67%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.37%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.28%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.29%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.64%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.97%	97.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.20%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.47%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.76%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	81.93%	92.50%
CHEMBL5028	O14672	ADAM10	81.64%	97.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.40%	91.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.57%	95.71%

Plants that contains it

• Vincetoxicum forrestii

Cross-Links

• PubChem: 73797148
• LOTUS: LTS0179452
• wikiData: Q105181833