(2R,3R,4S,5S,6R)-2-[4-[(1R,2S,4S,6S,7S,8R,9S,10R,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,10-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylidenebutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 7d5a9110-6815-4c88-8eda-a1fd785b6656
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[4-[(1R,2S,4S,6S,7S,8R,9S,10R,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,10-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylidenebutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(C(CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)O)C)OC1(CCC(=C)COC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2([C@@H](C[C@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)C)O[C@]1(CCC(=C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C45H74O20/c1-18(17-59-40-37(56)34(53)31(50)26(14-46)61-40)7-10-45(58)19(2)30-25(65-45)12-24-22-6-5-20-11-21(8-9-43(20,3)23(22)13-29(49)44(24,30)4)60-42-39(36(55)33(52)28(16-48)63-42)64-41-38(57)35(54)32(51)27(15-47)62-41/h19-42,46-58H,1,5-17H2,2-4H3/t19-,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-/m0/s1
• InChI Key: KHMNHEWRQXPLNO-YLNXRWKUSA-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): 328.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.89
• H-Bond Acceptor: 20
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6654	66.54%
Caco-2	-	0.8862	88.62%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	0.8700	87.00%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6480	64.80%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	+	0.5738	57.38%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.6770	67.70%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9074	90.74%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6913	69.13%
Human Ether-a-go-go-Related Gene inhibition	+	0.8288	82.88%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8093	80.93%
skin sensitisation	-	0.9084	90.84%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8407	84.07%
Acute Oral Toxicity (c)	I	0.7360	73.60%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6095	60.95%
Aromatase binding	+	0.6740	67.40%
PPAR gamma	+	0.7424	74.24%
Honey bee toxicity	-	0.5947	59.47%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	97.44%	91.11%
CHEMBL233	P35372	Mu opioid receptor	96.98%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.26%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	93.74%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.69%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.55%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	91.74%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.53%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.01%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.06%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.94%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.92%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.08%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	84.18%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.14%	98.05%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.95%	98.46%
CHEMBL2996	Q05655	Protein kinase C delta	82.83%	97.79%
CHEMBL4581	P52732	Kinesin-like protein 1	82.60%	93.18%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.57%	96.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.98%	97.50%
CHEMBL1871	P10275	Androgen Receptor	81.72%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.66%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	81.61%	95.93%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.92%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.65%	93.10%

Plants that contains it

• Allium macrostemon

Cross-Links

• PubChem: 163007010
• LOTUS: LTS0000024
• wikiData: Q105141226