(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: ef741a55-f42e-4f52-b94b-e06ef8ccd610
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)O)O)C)C)OC1(CCC(=C)COC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)O)C)C)O[C@@]1(CCC(=C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C46H74O19/c1-19(18-59-41-37(55)35(53)33(51)28(16-47)62-41)9-12-46(58-6)20(2)31-27(65-46)15-26-24-8-7-22-13-23(14-30(49)45(22,5)25(24)10-11-44(26,31)4)61-43-39(57)36(54)40(29(17-48)63-43)64-42-38(56)34(52)32(50)21(3)60-42/h7,20-21,23-43,47-57H,1,8-18H2,2-6H3/t20-,21-,23+,24+,25-,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36+,37+,38+,39+,40+,41+,42-,43+,44-,45-,46+/m0/s1
• InChI Key: DSWPFRZCMPOAEH-AEPDGYGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₉
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.48243013 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7251	72.51%
Caco-2	-	0.8853	88.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6666	66.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7574	75.74%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.6555	65.55%
CYP3A4 substrate	+	0.7480	74.80%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9222	92.22%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.8876	88.76%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.7837	78.37%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5418	54.18%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5441	54.41%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.8308	83.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.8294	82.94%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9009	90.09%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9066	90.66%
Acute Oral Toxicity (c)	I	0.5144	51.44%
Estrogen receptor binding	+	0.8417	84.17%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	-	0.5124	51.24%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.7037	70.37%
PPAR gamma	+	0.7818	78.18%
Honey bee toxicity	-	0.5877	58.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9200	92.00%

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	98.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.15%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.62%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	89.99%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.66%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.60%	95.89%
CHEMBL1871	P10275	Androgen Receptor	88.46%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.21%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	86.44%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.96%	97.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.27%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.62%	94.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.50%	86.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.40%	92.38%
CHEMBL1937	Q92769	Histone deacetylase 2	82.37%	94.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.45%	98.46%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.34%	99.17%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	81.03%	91.49%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.33%	100.00%

Plants that contains it

• Ruscus colchicus

Cross-Links

• PubChem: 163077885
• LOTUS: LTS0255683
• wikiData: Q104988067