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

Details

• Internal ID: 2d658224-4475-4a04-b689-d1760df1be1b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'R,6S,6'R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C)OC1OC
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[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)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O)C)O[C@H]1OC
• InChI: InChI=1S/C46H74O18/c1-19-10-15-45(64-39(19)56-7)22(4)46(55)29(63-45)17-27-25-9-8-23-16-24(11-13-43(23,5)26(25)12-14-44(27,46)6)59-42-38(62-41-35(53)33(51)31(49)21(3)58-41)36(54)37(28(18-47)60-42)61-40-34(52)32(50)30(48)20(2)57-40/h8,19-22,24-42,47-55H,9-18H2,1-7H3/t19-,20+,21+,22-,24+,25-,26+,27+,28-,29+,30+,31+,32-,33-,34-,35-,36+,37-,38-,39-,40+,41+,42-,43+,44+,45+,46-/m1/s1
• InChI Key: KNFFNNXVQUAVOB-DZWUJCGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₈
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.48751551 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7910	79.10%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7617	76.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.9054	90.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9067	90.67%
P-glycoprotein inhibitior	+	0.7376	73.76%
P-glycoprotein substrate	+	0.6458	64.58%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.8746	87.46%
CYP2C8 inhibition	+	0.7808	78.08%
CYP inhibitory promiscuity	-	0.8553	85.53%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.5601	56.01%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.8970	89.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7814	78.14%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9171	91.71%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	I	0.4340	43.40%
Estrogen receptor binding	+	0.8350	83.50%
Androgen receptor binding	+	0.7633	76.33%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	+	0.6356	63.56%
Aromatase binding	+	0.6669	66.69%
PPAR gamma	+	0.7841	78.41%
Honey bee toxicity	-	0.6166	61.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9164	91.64%

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	98.84%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.71%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.66%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	93.26%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.24%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.16%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.68%	97.53%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.53%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.95%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.98%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.30%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.84%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.83%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.10%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.65%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.59%	92.50%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.17%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.76%	96.61%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.66%	94.50%
CHEMBL1871	P10275	Androgen Receptor	80.38%	96.43%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.37%	91.71%

Plants that contains it

• Solanum americanum

Cross-Links

• PubChem: 101000599
• LOTUS: LTS0125416
• wikiData: Q105143387