(2S,3S,4S,5S,6R)-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-1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 9ddda925-05d8-4256-9c3d-39de6f764491
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3S,4S,5S,6R)-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-1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4CCC5CC(CC(C5(C4CCC3(C2C(C)C(CC=C(C)C)O)C)C)OC6C(C(C(C(O6)C)O)O)O)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]3[C@@H]4CC[C@H]5C[C@H](C[C@H]([C@@]5([C@H]4CC[C@@]3([C@H]2[C@H](C)[C@H](CC=C(C)C)O)C)C)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)O)O
• InChI: InChI=1S/C39H66O12/c1-17(2)8-11-26(41)18(3)29-27(50-36-34(46)32(44)30(42)19(4)48-36)16-25-23-10-9-21-14-22(40)15-28(39(21,7)24(23)12-13-38(25,29)6)51-37-35(47)33(45)31(43)20(5)49-37/h8,18-37,40-47H,9-16H2,1-7H3/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: BAWUURNLFXGLTO-GYWJBNCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₂
• Molecular Weight: 726.90 g/mol
• Exact Mass: 726.45542754 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8107	81.07%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5958	59.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7144	71.44%
P-glycoprotein inhibitior	+	0.6861	68.61%
P-glycoprotein substrate	-	0.5432	54.32%
CYP3A4 substrate	+	0.7196	71.96%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.8624	86.24%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	+	0.6471	64.71%
CYP inhibitory promiscuity	-	0.8832	88.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9193	91.93%
Skin irritation	+	0.5339	53.39%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.7255	72.55%
Human Ether-a-go-go-Related Gene inhibition	+	0.7777	77.77%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6534	65.34%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9083	90.83%
Acute Oral Toxicity (c)	I	0.5907	59.07%
Estrogen receptor binding	+	0.7031	70.31%
Androgen receptor binding	+	0.6498	64.98%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	+	0.5450	54.50%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.6914	69.14%
Honey bee toxicity	-	0.6438	64.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9624	96.24%

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	95.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.96%	95.58%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	92.00%	99.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.96%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	91.34%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.24%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	90.47%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.90%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.21%	100.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	88.99%	97.34%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.81%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.21%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.94%	98.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.21%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.08%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.99%	89.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.11%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.08%	92.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.83%	96.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.73%	91.03%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.56%	92.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.48%	85.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.34%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.90%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	80.51%	95.38%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 162870434
• LOTUS: LTS0018591
• wikiData: Q104922501