methyl (2S,3S,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[[(1R,4R,5R,8R,10S,13R,14R,17R,18S,19S,20S)-19-(2-hydroxypropan-2-yl)-4,5,9,9,13-pentamethyl-22-oxo-21-oxahexacyclo[18.2.1.01,18.04,17.05,14.08,13]tricosan-10-yl]oxy]oxane-2-carboxylate

Details

• Internal ID: 440e953f-5746-46ac-b65c-cbf67b62a530
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[[(1R,4R,5R,8R,10S,13R,14R,17R,18S,19S,20S)-19-(2-hydroxypropan-2-yl)-4,5,9,9,13-pentamethyl-22-oxo-21-oxahexacyclo[18.2.1.01,18.04,17.05,14.08,13]tricosan-10-yl]oxy]oxane-2-carboxylate
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)OC)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)C)CCC7C3(CCC89C7C(C(C8)OC9=O)C(C)(C)O)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@]34C[C@@H]([C@H]([C@@H]3[C@H]1CC[C@H]5[C@]2(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)OC)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)C)C)C(C)(C)O)OC4=O
• InChI: InChI=1S/C48H76O19/c1-43(2)24-11-14-47(7)25(10-9-20-27-28(44(3,4)59)22-17-48(27,42(58)63-22)16-15-46(20,47)6)45(24,5)13-12-26(43)64-41-37(33(55)32(54)35(65-41)38(57)60-8)67-40-36(31(53)30(52)23(18-49)62-40)66-39-34(56)29(51)21(50)19-61-39/h20-37,39-41,49-56,59H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,25-,26+,27+,28-,29+,30-,31+,32+,33+,34-,35+,36-,37-,39+,40+,41-,45+,46-,47-,48-/m1/s1
• InChI Key: JHYDKIBOHKHCIJ-UVKRTLFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₉
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.49808019 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5815	58.15%
Caco-2	-	0.8941	89.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7766	77.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8152	81.52%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4564	45.64%
P-glycoprotein inhibitior	+	0.7544	75.44%
P-glycoprotein substrate	+	0.5412	54.12%
CYP3A4 substrate	+	0.7566	75.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8549	85.49%
CYP2C9 inhibition	-	0.8722	87.22%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.9562	95.62%
CYP1A2 inhibition	-	0.9338	93.38%
CYP2C8 inhibition	+	0.7305	73.05%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7200	72.00%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6706	67.06%
skin sensitisation	-	0.9294	92.94%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8309	83.09%
Acute Oral Toxicity (c)	I	0.5908	59.08%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	-	0.5579	55.79%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.7930	79.30%
Honey bee toxicity	-	0.6144	61.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8261	82.61%

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	95.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.06%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.60%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.35%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.41%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.95%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.85%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.53%	95.71%
CHEMBL204	P00734	Thrombin	88.41%	96.01%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.95%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.18%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.23%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.33%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.23%	91.07%
CHEMBL5555	O00767	Acyl-CoA desaturase	85.16%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.90%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.32%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	83.18%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.94%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.70%	86.92%
CHEMBL5028	O14672	ADAM10	81.66%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.33%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.23%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.17%	86.33%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 101572207
• NPASS: NPC80442