(1S,4S,6S,9S,10R,12R,13S,17R,18S)-6-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-9,13,18-trimethyl-19,20-dioxapentacyclo[10.7.1.01,10.04,9.013,17]icosan-14-one

Details

• Internal ID: d20961ba-4b1b-45aa-bbb0-3ce58a9e71bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (1S,4S,6S,9S,10R,12R,13S,17R,18S)-6-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-9,13,18-trimethyl-19,20-dioxapentacyclo[10.7.1.01,10.04,9.013,17]icosan-14-one
• SMILES (Canonical): CC1C2CCC(=O)C2(C3CC4C5(CCC(CC5CCC4(O1)O3)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)O)OC)OC)O)O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CCC(=O)[C@@]2([C@H]3C[C@@H]4[C@]5(CC[C@@H](C[C@@H]5CC[C@]4(O1)O3)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]8C[C@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@H]([C@@H]([C@H](O9)C)O)OC)OC)O)O)C)C
• InChI: InChI=1S/C47H76O16/c1-22-29-10-11-35(50)46(29,7)36-21-34-45(6)14-13-28(16-27(45)12-15-47(34,62-22)63-36)58-37-17-30(48)42(24(3)55-37)59-38-18-31(49)43(25(4)56-38)60-40-20-33(53-9)44(26(5)57-40)61-39-19-32(52-8)41(51)23(2)54-39/h22-34,36-44,48-49,51H,10-21H2,1-9H3/t22-,23+,24+,25+,26+,27-,28-,29-,30+,31-,32+,33+,34+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45-,46+,47-/m0/s1
• InChI Key: OPYUMEPOACHOHL-PSEXVDRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₆
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.51333633 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6741	67.41%
OATP2B1 inhibitior	-	0.8736	87.36%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	+	0.8708	87.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9364	93.64%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.5926	59.26%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.9117	91.17%
CYP2C19 inhibition	-	0.9072	90.72%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.7822	78.22%
CYP2C8 inhibition	-	0.6322	63.22%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5796	57.96%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.5978	59.78%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6589	65.89%
skin sensitisation	-	0.8926	89.26%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8088	80.88%
Acute Oral Toxicity (c)	I	0.4276	42.76%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.7276	72.76%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	+	0.7022	70.22%
Aromatase binding	+	0.6898	68.98%
PPAR gamma	+	0.7809	78.09%
Honey bee toxicity	-	0.6813	68.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8539	85.39%

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	98.64%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.14%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.49%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.59%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.48%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.50%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.03%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.83%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	85.34%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.91%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.90%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	82.00%	92.98%
CHEMBL1871	P10275	Androgen Receptor	81.63%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.25%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	81.05%	92.50%

Plants that contains it

• Asclepias tuberosa

Cross-Links

• PubChem: 102167024
• LOTUS: LTS0119313
• wikiData: Q105196648