(1S,2S,4S,5'R,6R,7S,8R,9S,12R,13S,15R,16R,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-12,15,18-triol

Details

• Internal ID: bdf60b99-0a56-4924-9daa-058d78a41a8e
• 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,12R,13S,15R,16R,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-12,15,18-triol
• InChI: InChI=1S/C45H74O20/c1-18-6-9-45(58-17-18)19(2)28-24(65-45)12-22-21-7-8-43(56)14-25(23(48)13-42(43,5)44(21,57)11-10-41(22,28)4)60-40-37(64-38-34(54)32(52)29(49)20(3)59-38)36(31(51)27(16-47)62-40)63-39-35(55)33(53)30(50)26(15-46)61-39/h18-40,46-57H,6-17H2,1-5H3/t18-,19+,20+,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: PRHHHZNFKWHKPA-UPRQMLHGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₂₀
• Molecular Weight: 935.10 g/mol
• Exact Mass: 934.47734475 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.51
• H-Bond Acceptor: 20
• 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	-	0.5246	52.46%
Caco-2	-	0.8868	88.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.4652	46.52%
P-glycoprotein inhibitior	+	0.7363	73.63%
P-glycoprotein substrate	-	0.5933	59.33%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6705	67.05%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7558	75.58%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8476	84.76%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7868	78.68%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.7470	74.70%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	+	0.5421	54.21%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.5529	55.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.02%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.41%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	92.88%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.02%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	91.89%	91.49%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.35%	91.24%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.72%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.71%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.47%	94.45%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	89.73%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.36%	97.86%
CHEMBL5255	O00206	Toll-like receptor 4	88.84%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.61%	96.61%
CHEMBL1914	P06276	Butyrylcholinesterase	86.18%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.03%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.79%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL237	P41145	Kappa opioid receptor	85.26%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.78%	86.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.77%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.02%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.82%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.35%	95.58%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.49%	94.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.43%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.89%	97.28%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.65%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.46%	95.83%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.12%	92.32%

Plants that contains it

• Agapanthus inapertus

Cross-Links

• PubChem: 163082902
• LOTUS: LTS0067381
• wikiData: Q105213704