(2R,4aS,4bR,6R,7R,10aR)-6-hydroxy-7-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-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-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: ebd8787e-5cfe-433d-8b90-e9edb439d910
• 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)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-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-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)OC2CC3=CCC4C(C3(CC2O)C)CCC(C4=O)(C)C5=C(OC=C5)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2CC3=CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CC[C@](C4=O)(C)C5=C(OC=C5)C)OC)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)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)OC
• InChI: InChI=1S/C48H74O18/c1-22-28(13-15-58-22)47(5)14-12-29-27(45(47)54)11-10-26-16-31(30(50)20-48(26,29)6)62-36-17-32(55-7)42(23(2)59-36)64-37-18-33(56-8)43(24(3)60-37)65-38-19-34(57-9)44(25(4)61-38)66-46-41(53)40(52)39(51)35(21-49)63-46/h10,13,15,23-25,27,29-44,46,49-53H,11-12,14,16-21H2,1-9H3/t23-,24-,25+,27-,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+,41-,42-,43-,44+,46+,47-,48+/m1/s1
• InChI Key: CJVPRZQJGYYVBZ-FDFAUWSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₈
• Molecular Weight: 939.10 g/mol
• Exact Mass: 938.48751551 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 13

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	-	0.8697	86.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8129	81.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9695	96.95%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.6353	63.53%
CYP3A4 substrate	+	0.7388	73.88%
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	+	0.6337	63.37%
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	-	0.9059	90.59%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.7711	77.11%
Human Ether-a-go-go-Related Gene inhibition	+	0.7700	77.00%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7980	79.80%
Acute Oral Toxicity (c)	I	0.5609	56.09%
Estrogen receptor binding	+	0.8295	82.95%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.8157	81.57%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	+	0.8266	82.66%
Honey bee toxicity	-	0.6132	61.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.47%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.80%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.42%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.59%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.21%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.17%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.62%	97.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.76%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.67%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.49%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.03%	95.89%

Plants that contains it

• Vincetoxicum sublanceolatum

Cross-Links

• PubChem: 16093716
• LOTUS: LTS0168291
• wikiData: Q104961756