(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-[(2R,3R,4S,6S)-4-methoxy-6-[(2R,3R,4S,6R)-4-methoxy-2-methyl-6-[[(3S,8R,9S,10R,11S,13S,14S,17S)-11,12,14-trihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: cbb10f92-38f9-490b-b0e9-6260e8254386
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-[(2R,3R,4S,6S)-4-methoxy-6-[(2R,3R,4S,6R)-4-methoxy-2-methyl-6-[[(3S,8R,9S,10R,11S,13S,14S,17S)-11,12,14-trihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4C(CC=C3C2)C5(CCC(C5(C(C4O)O)C)C(C)O)O)C)OC)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)O)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@@H]4[C@@H](CC=C3C2)[C@]5(CC[C@@H]([C@]5(C([C@H]4O)O)C)[C@@H](C)O)O)C)OC)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7[C@@H]([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)O)OC
• InChI: InChI=1S/C48H80O20/c1-20(50)26-13-15-48(57)27-11-10-24-16-25(12-14-46(24,5)33(27)35(52)43(56)47(26,48)6)64-31-17-28(58-7)39(21(2)61-31)66-32-18-29(59-8)40(22(3)62-32)67-45-38(55)42(60-9)41(23(4)63-45)68-44-37(54)36(53)34(51)30(19-49)65-44/h10,20-23,25-45,49-57H,11-19H2,1-9H3/t20-,21-,22-,23-,25+,26-,27-,28+,29+,30-,31+,32+,33-,34-,35+,36+,37-,38-,39-,40-,41-,42+,43?,44+,45+,46+,47+,48+/m1/s1
• InChI Key: BTLNMUKZJKKYNI-PTZSSQCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₂₀
• Molecular Weight: 977.10 g/mol
• Exact Mass: 976.52429494 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7744	77.44%
Caco-2	-	0.8760	87.60%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8613	86.13%
P-glycoprotein inhibitior	+	0.7398	73.98%
P-glycoprotein substrate	+	0.6807	68.07%
CYP3A4 substrate	+	0.7177	71.77%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.9392	93.92%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9047	90.47%
CYP2C8 inhibition	+	0.6259	62.59%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.5197	51.97%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9172	91.72%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8956	89.56%
Acute Oral Toxicity (c)	I	0.4578	45.78%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.8074	80.74%
Honey bee toxicity	-	0.6318	63.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8564	85.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.84%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.39%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.96%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.83%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	93.73%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.55%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.74%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.14%	94.23%
CHEMBL2996	Q05655	Protein kinase C delta	88.09%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.74%	94.97%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.56%	92.78%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.17%	97.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.21%	92.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.66%	92.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.46%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.05%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.61%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.12%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.01%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10953146
• LOTUS: LTS0189101
• wikiData: Q105101551