(2R,3R,4R,5R,6S)-2-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 9602f9a4-22b4-4f15-9a2f-548a4338ac97
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(CC3C2(C4CCC5(C(C4CC3)CC(C5C(C)C(CC=C(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C[C@@H](C[C@H]3[C@]2([C@H]4CC[C@]5([C@H]([C@@H]4CC3)C[C@@H]([C@@H]5[C@H](C)[C@H](CC=C(C)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)O)O)O
• InChI: InChI=1S/C39H66O13/c1-17(2)7-10-25(42)18(3)29-26(50-37-35(48)33(46)31(44)27(16-40)51-37)15-24-22-9-8-20-13-21(41)14-28(39(20,6)23(22)11-12-38(24,29)5)52-36-34(47)32(45)30(43)19(4)49-36/h7,18-37,40-48H,8-16H2,1-6H3/t18-,19+,20+,21-,22-,23+,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34-,35-,36+,37-,38+,39+/m1/s1
• InChI Key: KBUNWQKEPKOCKM-PQKRKDDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₃
• Molecular Weight: 742.90 g/mol
• Exact Mass: 742.45034216 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7734	77.34%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7358	73.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.8280	82.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7083	70.83%
P-glycoprotein inhibitior	+	0.6927	69.27%
P-glycoprotein substrate	-	0.5537	55.37%
CYP3A4 substrate	+	0.7243	72.43%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.9148	91.48%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.8896	88.96%
CYP2C8 inhibition	+	0.6633	66.33%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9210	92.10%
Skin irritation	-	0.5364	53.64%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.7625	76.25%
Human Ether-a-go-go-Related Gene inhibition	+	0.8042	80.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9236	92.36%
Acute Oral Toxicity (c)	I	0.5477	54.77%
Estrogen receptor binding	+	0.7069	70.69%
Androgen receptor binding	+	0.6602	66.02%
Thyroid receptor binding	-	0.5529	55.29%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.6989	69.89%
Honey bee toxicity	-	0.6226	62.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9339	93.39%

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	96.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	94.90%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.47%	97.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.04%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.57%	97.25%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	91.27%	99.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.05%	100.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	89.66%	97.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.60%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.28%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.26%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.89%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.64%	95.36%
CHEMBL221	P23219	Cyclooxygenase-1	86.13%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.09%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.41%	98.05%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	84.58%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	83.31%	95.93%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.21%	89.50%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.72%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.93%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.89%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	81.55%	95.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.52%	92.88%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.36%	82.50%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 101619743
• LOTUS: LTS0119522
• wikiData: Q105138530