methyl (2S,3S,4S,5R,6R)-3-hydroxy-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]-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxane-2-carboxylate

Details

• Internal ID: 63e3389c-101b-4827-9704-68f878b31a4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-3-hydroxy-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]-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7C8C(C9CC8(CCC7(C6(CCC5C4(C)C)C)C)C(=O)O9)C(C)(C)O)C)C(=O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@@H]7[C@H]8[C@@H]([C@@H]9C[C@@]8(CC[C@]7([C@@]6(CC[C@H]5C4(C)C)C)C)C(=O)O9)C(C)(C)O)C)C(=O)OC)O)O)O)O
• InChI: InChI=1S/C49H78O18/c1-20-29(50)31(52)33(54)40(61-20)65-36-35(56)37(39(57)60-10)66-42(38(36)67-41-34(55)32(53)30(51)21(2)62-41)64-26-14-15-46(7)24(44(26,3)4)13-16-48(9)25(46)12-11-22-27-28(45(5,6)59)23-19-49(27,43(58)63-23)18-17-47(22,48)8/h20-38,40-42,50-56,59H,11-19H2,1-10H3/t20-,21-,22+,23-,24-,25+,26-,27-,28+,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,40-,41-,42+,46-,47+,48+,49+/m0/s1
• InChI Key: YZXWSBRWYZQJGX-CBWWIGPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₁₈
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.51881563 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6602	66.02%
Caco-2	-	0.8873	88.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7758	77.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6463	64.63%
P-glycoprotein inhibitior	+	0.7614	76.14%
P-glycoprotein substrate	+	0.5519	55.19%
CYP3A4 substrate	+	0.7535	75.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.8116	81.16%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8942	89.42%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	+	0.7188	71.88%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.8741	87.41%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6753	67.53%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7035	70.35%
Acute Oral Toxicity (c)	I	0.3725	37.25%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.7420	74.20%
Thyroid receptor binding	-	0.5805	58.05%
Glucocorticoid receptor binding	+	0.7455	74.55%
Aromatase binding	+	0.6759	67.59%
PPAR gamma	+	0.7891	78.91%
Honey bee toxicity	-	0.6173	61.73%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9342	93.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.80%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.31%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.20%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.34%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.60%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.98%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.79%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.95%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.83%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.76%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.47%	95.56%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.26%	91.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.14%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.04%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.86%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.42%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.13%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.70%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.27%	92.94%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 101572208
• NPASS: NPC165284