(18S)-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one

Details

• Internal ID: 8761007c-b7b6-4475-9cdc-e244e926d89f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (18S)-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one
• SMILES (Canonical): CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC(=O)C7C6(CCC(C7)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)O)O)O)O)C)C)C
• SMILES (Isomeric): CC1COC2(CC1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC(=O)[C@@H]7C6(CCC(C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O)O)O)C)C)C
• InChI: InChI=1S/C44H70O19/c1-17-14-58-44(12-27(17)60-41-38(55)34(51)32(49)28(13-45)61-41)18(2)30-26(63-44)11-22-20-10-24(46)23-9-19(5-7-42(23,3)21(20)6-8-43(22,30)4)59-40-37(54)35(52)33(50)29(62-40)16-57-39-36(53)31(48)25(47)15-56-39/h17-23,25-41,45,47-55H,5-16H2,1-4H3/t17?,18?,19?,20?,21?,22?,23-,25+,26?,27?,28-,29-,30?,31+,32-,33-,34+,35+,36-,37-,38-,39+,40-,41-,42?,43?,44?/m1/s1
• InChI Key: IYLGRZBRMFMEOH-YZPQTCFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₉
• Molecular Weight: 903.00 g/mol
• Exact Mass: 902.45113000 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7339	73.39%
P-glycoprotein inhibitior	+	0.7374	73.74%
P-glycoprotein substrate	+	0.5376	53.76%
CYP3A4 substrate	+	0.7549	75.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6698	66.98%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7418	74.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7496	74.96%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7037	70.37%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8192	81.92%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	-	0.5474	54.74%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.6192	61.92%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.33%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.32%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.90%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.52%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.07%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	90.15%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.68%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.67%	93.04%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.78%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	88.40%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL1871	P10275	Androgen Receptor	86.44%	96.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.99%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.15%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.68%	96.90%
CHEMBL325	Q13547	Histone deacetylase 1	84.62%	95.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.33%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.28%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.95%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.88%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.67%	100.00%

Plants that contains it

• Allium macrostemon

Cross-Links

• PubChem: 24893126
• NPASS: NPC30292