[(1R,3'S,4R,4'S,5'S,6S,7R,8R,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5R,6S)-3,5-diacetyloxy-4-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-3',16-dihydroxy-7-(hydroxymethyl)-5',13-dimethyl-3-oxospiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-4'-yl] acetate

Details

• Internal ID: 4f56a00f-dd2b-41bf-9dd6-965e1ebc4fb2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1R,3'S,4R,4'S,5'S,6S,7R,8R,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5R,6S)-3,5-diacetyloxy-4-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-3',16-dihydroxy-7-(hydroxymethyl)-5',13-dimethyl-3-oxospiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-4'-yl] acetate
• SMILES (Canonical): CC1COC2(C(C3C(O2)C(=O)C4=C3CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)C)OC(=O)C)O)OC(=O)C)C)CO)C(C1OC(=O)C)O
• SMILES (Isomeric): C[C@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C(=O)C4=C3CC[C@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)OC(=O)C)O)OC(=O)C)C)CO)[C@H]([C@H]1OC(=O)C)O
• InChI: InChI=1S/C43H60O19/c1-16-14-55-43(39(53)34(16)57-18(3)45)26(13-44)30-24-9-10-25-23(29(24)32(51)36(30)62-43)8-7-21-11-22(48)12-28(42(21,25)6)60-40-37(31(50)27(49)15-54-40)61-41-38(59-20(5)47)33(52)35(17(2)56-41)58-19(4)46/h7,16-17,22-23,25-28,30-31,33-41,44,48-50,52-53H,8-15H2,1-6H3/t16-,17-,22+,23+,25-,26-,27-,28+,30-,31-,33+,34-,35-,36+,37+,38+,39-,40-,41-,42-,43-/m0/s1
• InChI Key: VGZYTSQXIMLHHW-XEJFLZNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀O₁₉
• Molecular Weight: 880.90 g/mol
• Exact Mass: 880.37287968 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8987	89.87%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8767	87.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8120	81.20%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.8583	85.83%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	+	0.6904	69.04%
CYP3A4 substrate	+	0.7507	75.07%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.7083	70.83%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.9334	93.34%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8822	88.22%
CYP2C8 inhibition	+	0.7713	77.13%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4872	48.72%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9077	90.77%
Skin irritation	+	0.6159	61.59%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6694	66.94%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5001	50.01%
skin sensitisation	-	0.9316	93.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6856	68.56%
Acute Oral Toxicity (c)	I	0.4512	45.12%
Estrogen receptor binding	+	0.8399	83.99%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	-	0.5216	52.16%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.6289	62.89%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.6137	61.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9659	96.59%

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	98.90%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.19%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.97%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.51%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.72%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.23%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.31%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.09%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.86%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.64%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.89%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	87.42%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.74%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.53%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	83.45%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.05%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.00%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.91%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.27%	91.24%

Plants that contains it

• Trillium tschonoskii

Cross-Links

• PubChem: 162988228
• LOTUS: LTS0025862
• wikiData: Q105286260