(2R,4aS,4bR,7S,10aR)-7-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-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-4b-methyl-2-(2-methylfuran-3-yl)-2,3,4,4a,5,6,7,8,10,10a-decahydrophenanthren-1-one

Details

• Internal ID: bbae8d1a-9890-4aec-80fe-422ef450b266
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2R,4aS,4bR,7S,10aR)-7-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-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-4b-methyl-2-(2-methylfuran-3-yl)-2,3,4,4a,5,6,7,8,10,10a-decahydrophenanthren-1-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CCC(C(=O)C5CC=C4C3)C6=C(OC=C6)C)C)C)O)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)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]5CC[C@@H](C(=O)[C@@H]5CC=C4C3)C6=C(OC=C6)C)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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)OC
• InChI: InChI=1S/C52H80O22/c1-22-28(13-15-64-22)29-10-11-31-30(40(29)55)9-8-26-16-27(12-14-52(26,31)5)69-38-18-33(62-6)48(24(3)67-38)73-37-17-32(54)47(23(2)66-37)72-39-19-34(63-7)49(25(4)68-39)74-51-46(61)44(59)42(57)36(71-51)21-65-50-45(60)43(58)41(56)35(20-53)70-50/h8,13,15,23-25,27,29-39,41-51,53-54,56-61H,9-12,14,16-21H2,1-7H3/t23-,24-,25-,27+,29-,30-,31+,32+,33-,34-,35-,36-,37+,38+,39+,41-,42-,43+,44+,45-,46-,47-,48-,49-,50-,51+,52+/m1/s1
• InChI Key: QGRQEYCABOVJCD-IOUUVHRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₀O₂₂
• Molecular Weight: 1057.20 g/mol
• Exact Mass: 1056.51412418 g/mol
• Topological Polar Surface Area (TPSA): 303.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9086	90.86%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9759	97.59%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.6926	69.26%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.8551	85.51%
CYP2C9 inhibition	-	0.8972	89.72%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8664	86.64%
CYP2C8 inhibition	+	0.7246	72.46%
CYP inhibitory promiscuity	-	0.8980	89.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5546	55.46%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.6453	64.53%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.6540	65.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8321	83.21%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7348	73.48%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7632	76.32%
Acute Oral Toxicity (c)	I	0.5749	57.49%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	+	0.5814	58.14%
Glucocorticoid receptor binding	+	0.8348	83.48%
Aromatase binding	+	0.7369	73.69%
PPAR gamma	+	0.8393	83.93%
Honey bee toxicity	-	0.6351	63.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9704	97.04%

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	99.24%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.92%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.81%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.24%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.17%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.39%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.31%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.48%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.59%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.40%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.28%	94.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.15%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.86%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.69%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.44%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL228	P31645	Serotonin transporter	82.11%	95.51%
CHEMBL5255	O00206	Toll-like receptor 4	81.85%	92.50%
CHEMBL4072	P07858	Cathepsin B	81.11%	93.67%
CHEMBL1871	P10275	Androgen Receptor	80.34%	96.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.29%	95.83%

Plants that contains it

• Vincetoxicum forrestii

Cross-Links

• PubChem: 21574528
• LOTUS: LTS0163464
• wikiData: Q105220589