[(2R,3R,4R,5S,6S)-3-acetyloxy-2-[[(3S,8S,9S,10R,11R,13S,14S,16S,17S)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] acetate

Details

• Internal ID: a7ae6176-2c88-43f5-8e89-850c7446b431
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-3-acetyloxy-2-[[(3S,8S,9S,10R,11R,13S,14S,16S,17S)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4C(CC3(C2C(C)C(CC=C(C)C)O)C)O)C)O)OC(=O)C)OC(=O)C)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=C5C[C@H](CC[C@@]5([C@H]4[C@@H](C[C@@]3([C@@H]2[C@H](C)[C@H](CC=C(C)C)O)C)O)C)O)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C37H58O10/c1-18(2)9-12-27(41)19(3)30-29(47-35-34(46-22(6)39)33(45-21(5)38)32(43)20(4)44-35)16-26-25-11-10-23-15-24(40)13-14-36(23,7)31(25)28(42)17-37(26,30)8/h9-10,19-20,24-35,40-43H,11-17H2,1-8H3/t19-,20+,24+,25+,26+,27+,28-,29+,30-,31-,32+,33-,34-,35+,36+,37+/m1/s1
• InChI Key: MZUNHESCKGOWRK-UMPXWIRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₀
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.40299804 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.8517	85.17%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8221	82.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	-	0.2233	22.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6282	62.82%
BSEP inhibitior	+	0.9369	93.69%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.6534	65.34%
CYP3A4 substrate	+	0.7296	72.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.5856	58.56%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	-	0.8640	86.40%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8008	80.08%
CYP2C8 inhibition	+	0.7208	72.08%
CYP inhibitory promiscuity	-	0.8974	89.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9199	91.99%
Skin irritation	+	0.6431	64.31%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4199	41.99%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5320	53.20%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8096	80.96%
Acute Oral Toxicity (c)	I	0.5370	53.70%
Estrogen receptor binding	+	0.7640	76.40%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	+	0.6757	67.57%
Aromatase binding	+	0.7183	71.83%
PPAR gamma	+	0.6650	66.50%
Honey bee toxicity	-	0.6552	65.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	98.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.30%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.62%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.68%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.66%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.66%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.95%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.03%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.00%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.91%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.81%	89.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.38%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.93%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.81%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	84.65%	90.17%
CHEMBL255	P29275	Adenosine A2b receptor	84.26%	98.59%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.39%	95.71%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.60%	92.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.20%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.12%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.87%	91.24%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 163098843
• LOTUS: LTS0081906
• wikiData: Q105176068