(2R,4aS,4bR,6R,7R,10aR)-6-hydroxy-7-[(2S,4S,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6S)-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-2,4b-dimethyl-2-(2-methylfuran-3-yl)-4,4a,5,6,7,8,10,10a-octahydro-3H-phenanthren-1-one

Details

• Internal ID: fa28f66d-57a5-4a28-8603-ffc4f9e86e1a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2R,4aS,4bR,6R,7R,10aR)-6-hydroxy-7-[(2S,4S,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6S)-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-2,4b-dimethyl-2-(2-methylfuran-3-yl)-4,4a,5,6,7,8,10,10a-octahydro-3H-phenanthren-1-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CC4=CCC5C(C4(CC3O)C)CCC(C5=O)(C)C6=C(OC=C6)C)C)O)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)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]3CC4=CC[C@@H]5[C@@H]([C@]4(C[C@H]3O)C)CC[C@](C5=O)(C)C6=C(OC=C6)C)C)O)O[C@H]7C[C@H]([C@H]([C@@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C47H72O18/c1-21-27(12-14-57-21)46(5)13-11-28-26(44(46)54)10-9-25-15-31(30(50)19-47(25,28)6)61-36-17-32(55-7)42(23(3)59-36)64-35-16-29(49)41(22(2)58-35)63-37-18-33(56-8)43(24(4)60-37)65-45-40(53)39(52)38(51)34(20-48)62-45/h9,12,14,22-24,26,28-43,45,48-53H,10-11,13,15-20H2,1-8H3/t22-,23-,24+,26-,28+,29+,30-,31-,32+,33-,34-,35+,36+,37+,38-,39+,40-,41-,42-,43+,45+,46-,47+/m1/s1
• InChI Key: ATMWOAGPDRLZQG-XXGSTIIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₁₈
• Molecular Weight: 925.10 g/mol
• Exact Mass: 924.47186544 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9352	93.52%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8129	81.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9639	96.39%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.6609	66.09%
CYP3A4 substrate	+	0.7407	74.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.7865	78.65%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.9110	91.10%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.8520	85.20%
CYP2C8 inhibition	+	0.6449	64.49%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6511	65.11%
Human Ether-a-go-go-Related Gene inhibition	+	0.7900	79.00%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6449	64.49%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7956	79.56%
Acute Oral Toxicity (c)	I	0.5609	56.09%
Estrogen receptor binding	+	0.8566	85.66%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	+	0.5712	57.12%
Glucocorticoid receptor binding	+	0.8157	81.57%
Aromatase binding	+	0.7116	71.16%
PPAR gamma	+	0.8303	83.03%
Honey bee toxicity	-	0.6078	60.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9764	97.64%

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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.66%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.81%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.39%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.70%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.19%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.03%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.53%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.47%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.52%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.67%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.27%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.03%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.14%	95.83%

Plants that contains it

• Vincetoxicum sublanceolatum

Cross-Links

• PubChem: 16093710
• LOTUS: LTS0246774
• wikiData: Q104918550