(1S,2S,4S,5'R,6R,7S,8R,9S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-ene-6,2'-oxane]-10-one

Details

• Internal ID: 6787b415-2d33-433d-a86d-283ab43ac168
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,5'R,6R,7S,8R,9S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-ene-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)C=C5C4CCC6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C=C5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C51H80O25/c1-18-7-8-51(67-17-18)19(2)32-26(76-51)10-23-21-6-5-20-9-25(24(56)12-49(20,3)22(21)11-31(57)50(23,32)4)68-45-41(66)38(63)42(30(16-55)72-45)73-48-44(75-47-40(65)37(62)34(59)28(14-53)70-47)43(35(60)29(15-54)71-48)74-46-39(64)36(61)33(58)27(13-52)69-46/h11,18-21,23-30,32-48,52-56,58-66H,5-10,12-17H2,1-4H3/t18-,19+,20+,21-,23+,24-,25-,26+,27-,28-,29-,30-,32+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43+,44-,45-,46+,47+,48+,49+,50-,51-/m1/s1
• InChI Key: DKJOJGOBSAXYAP-YBXYBYAOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₅
• Molecular Weight: 1093.20 g/mol
• Exact Mass: 1092.49886803 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.84
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8294	82.94%
Caco-2	-	0.8781	87.81%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8884	88.84%
P-glycoprotein inhibitior	+	0.7388	73.88%
P-glycoprotein substrate	+	0.5107	51.07%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.6867	68.67%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9051	90.51%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8316	83.16%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5715	57.15%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8511	85.11%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.5345	53.45%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.6284	62.84%
PPAR gamma	+	0.7967	79.67%
Honey bee toxicity	-	0.5708	57.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.75%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.28%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.79%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.26%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.35%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	89.51%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.84%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	88.57%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.82%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.72%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.17%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.79%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.47%	91.19%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.13%	94.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.82%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.72%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.64%	97.28%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.13%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.99%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.46%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.15%	91.24%

Plants that contains it

• Crotalaria pallida
• Dahlia pinnata
• Gentiana manshurica
• Hosta longipes

Cross-Links

• PubChem: 10011422
• NPASS: NPC303138
• LOTUS: LTS0129146
• wikiData: Q104983377