(1R,2S,3'S,4R,4'S,5'S,6S,7S,8R,9R,12S,13R,14R,16R)-3',16-dihydroxy-14-[(2S,3R,4S,5S)-4-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-one

Details

• Internal ID: b57b1ba9-3927-48df-85e5-0aab4f252856
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,3'S,4R,4'S,5'S,6S,7S,8R,9R,12S,13R,14R,16R)-3',16-dihydroxy-14-[(2S,3R,4S,5S)-4-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-one
• SMILES (Canonical): CC1COC2(C(C3C(O2)C(=O)C4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)C(C1OC1C(C(C(C(O1)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C(=O)[C@@H]4[C@@]3(CC[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[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)[C@H]([C@H]1O[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)C)O)O)O)O
• InChI: InChI=1S/C49H76O23/c1-16-13-65-49(42(62)39(16)70-44-37(60)34(57)29(52)18(3)66-44)17(2)27-40(72-49)33(56)28-22-8-7-20-11-21(50)12-26(48(20,6)23(22)9-10-47(27,28)5)69-46-41(71-45-38(61)35(58)30(53)19(4)67-45)32(55)25(15-64-46)68-43-36(59)31(54)24(51)14-63-43/h7,16-19,21-32,34-46,50-55,57-62H,8-15H2,1-6H3/t16-,17-,18+,19-,21+,22+,23-,24+,25-,26+,27-,28+,29-,30-,31-,32-,34+,35+,36+,37+,38+,39-,40+,41+,42-,43-,44-,45-,46-,47+,48-,49-/m0/s1
• InChI Key: OPVGLMPKAMCKKA-DZIVOQIISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₂₃
• Molecular Weight: 1033.10 g/mol
• Exact Mass: 1032.47773867 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -3.56
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8860	88.60%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9102	91.02%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6947	69.47%
CYP3A4 substrate	+	0.7750	77.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.9535	95.35%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9372	93.72%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.7648	76.48%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4958	49.58%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9069	90.69%
Skin irritation	+	0.5296	52.96%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7509	75.09%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5320	53.20%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7181	71.81%
Acute Oral Toxicity (c)	I	0.4553	45.53%
Estrogen receptor binding	+	0.8425	84.25%
Androgen receptor binding	+	0.7517	75.17%
Thyroid receptor binding	-	0.4906	49.06%
Glucocorticoid receptor binding	+	0.7447	74.47%
Aromatase binding	+	0.6195	61.95%
PPAR gamma	+	0.8013	80.13%
Honey bee toxicity	-	0.5355	53.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9652	96.52%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.29%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	95.11%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.89%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.63%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.03%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.08%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.10%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.04%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.60%	94.00%
CHEMBL1871	P10275	Androgen Receptor	88.68%	96.43%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.23%	97.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.00%	97.36%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.18%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.56%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.36%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.03%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.61%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.27%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.97%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 162801006
• LOTUS: LTS0145796
• wikiData: Q105196582