[(2R,3R,4S,5R,6R)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6-[3,3-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-6,16-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 9b783927-665e-4e16-a09b-d536599fe81e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3R,4S,5R,6R)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6-[3,3-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-6,16-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(C(O6)COC(=O)C)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC1(CCC(C)(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(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)COC(=O)C)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)C)O[C@@]1(CCC(C)(C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C48H78O20/c1-20-32-28(68-48(20,60)13-12-45(4,5)19-62-42-39(58)37(56)34(53)29(17-49)64-42)16-27-25-9-8-23-14-24(51)15-31(47(23,7)26(25)10-11-46(27,32)6)66-44-41(38(57)35(54)30(65-44)18-61-22(3)50)67-43-40(59)36(55)33(52)21(2)63-43/h8,20-21,24-44,49,51-60H,9-19H2,1-7H3/t20-,21-,24+,25+,26-,27-,28-,29+,30+,31+,32-,33-,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,46-,47-,48+/m0/s1
• InChI Key: MUEYLOBZDULJMS-LNGBKUDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₂₀
• Molecular Weight: 975.10 g/mol
• Exact Mass: 974.50864487 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.90
• H-Bond Acceptor: 20
• 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	+	0.8593	85.93%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8409	84.09%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.6746	67.46%
CYP3A4 substrate	+	0.7594	75.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7947	79.47%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7529	75.29%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7945	79.45%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8599	85.99%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.8305	83.05%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7405	74.05%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.5858	58.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9565	95.65%

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	98.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.45%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.72%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.66%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.36%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.62%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.37%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.48%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.08%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.20%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.88%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	89.61%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL1914	P06276	Butyrylcholinesterase	89.23%	95.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.28%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.88%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.49%	93.56%
CHEMBL5028	O14672	ADAM10	85.17%	97.50%
CHEMBL1871	P10275	Androgen Receptor	84.74%	96.43%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.38%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.47%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.17%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.08%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.66%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.64%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.49%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.81%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.68%	95.89%

Plants that contains it

• Ceratolimon feei

Cross-Links

• PubChem: 162982573
• LOTUS: LTS0265152
• wikiData: Q105172253