(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,8S,9S,10R,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-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: e185241a-5c2b-46e3-907c-e6870de4458a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,8S,9S,10R,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-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C1C(CC2C1(CCC3C2CC=C4C3(C(CC(C4)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C(CC=C(C)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@@H](C[C@@H](C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)[C@H](CC=C(C)C)O
• InChI: InChI=1S/C45H74O19/c1-18(2)6-9-25(49)19(3)31-26(60-42-39(57)36(54)33(51)28(16-47)62-42)14-24-22-8-7-20-12-21(48)13-30(45(20,5)23(22)10-11-44(24,31)4)64-43-40(58)37(55)34(52)29(63-43)17-59-41-38(56)35(53)32(50)27(15-46)61-41/h6-7,19,21-43,46-58H,8-17H2,1-5H3/t19-,21-,22-,23+,24+,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42-,43+,44+,45+/m1/s1
• InChI Key: RZIHFXGUEYZOLD-JKKLHYQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₉
• Molecular Weight: 919.10 g/mol
• Exact Mass: 918.48243013 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.31
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8900	89.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8644	86.44%
P-glycoprotein inhibitior	+	0.7236	72.36%
P-glycoprotein substrate	+	0.5354	53.54%
CYP3A4 substrate	+	0.7320	73.20%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.7238	72.38%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7937	79.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8486	84.86%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6767	67.67%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7847	78.47%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8437	84.37%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	-	0.5296	52.96%
Glucocorticoid receptor binding	+	0.5690	56.90%
Aromatase binding	+	0.6425	64.25%
PPAR gamma	+	0.7763	77.63%
Honey bee toxicity	-	0.6560	65.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	98.11%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.99%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.05%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.81%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.12%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.65%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.95%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.67%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.09%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.24%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.78%	89.05%
CHEMBL1871	P10275	Androgen Receptor	84.29%	96.43%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	83.49%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.87%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.72%	96.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.37%	99.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.12%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.83%	92.62%

Plants that contains it

• Ornithogalum candicans

Cross-Links

• PubChem: 11125855
• LOTUS: LTS0266626
• wikiData: Q105248404