[3,4-Diacetyloxy-5-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[[16-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 0a7e7c75-2d7f-437d-ae98-bfce6bfca788
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [3,4-diacetyloxy-5-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[[16-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• InChI: InChI=1S/C58H92O27/c1-23(21-75-52-45(70)43(68)41(66)35(19-59)79-52)12-15-58(73-9)24(2)39-34(85-58)18-33-31-11-10-29-16-30(64)17-38(57(29,8)32(31)13-14-56(33,39)7)82-55-51(50(78-28(6)63)48(77-27(5)62)37(81-55)22-74-26(4)61)84-54-47(72)49(40(65)25(3)76-54)83-53-46(71)44(69)42(67)36(20-60)80-53/h10,23-25,30-55,59-60,64-72H,11-22H2,1-9H3
• InChI Key: ZRTAHLRVAMCXIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₇
• Molecular Weight: 1221.30 g/mol
• Exact Mass: 1220.58259765 g/mol
• Topological Polar Surface Area (TPSA): 394.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.67
• H-Bond Acceptor: 27
• H-Bond Donor: 11
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8010	80.10%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8209	82.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.9759	97.59%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.7236	72.36%
CYP3A4 substrate	+	0.7616	76.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9263	92.63%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.9188	91.88%
CYP2C8 inhibition	+	0.7907	79.07%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4679	46.79%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8988	89.88%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7816	78.16%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7695	76.95%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	I	0.4999	49.99%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.7850	78.50%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.8329	83.29%
Honey bee toxicity	-	0.5891	58.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9241	92.41%

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	99.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.82%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.93%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	93.19%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.76%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.80%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	91.12%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.86%	93.56%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.50%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.21%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.33%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.11%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.87%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.86%	93.04%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.73%	94.08%
CHEMBL5028	O14672	ADAM10	83.52%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.36%	91.19%
CHEMBL1871	P10275	Androgen Receptor	83.11%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.08%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.34%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.20%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.54%	98.46%
CHEMBL237	P41145	Kappa opioid receptor	80.49%	98.10%

Plants that contains it

• Ruscus aculeatus

Cross-Links

• PubChem: 85271567
• LOTUS: LTS0025717
• wikiData: Q105382228