2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aS,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2S,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

Details

• Internal ID: 86bc812e-71f6-4c4e-b4d7-30e4dc8a2aef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aS,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2S,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)OC5C(C(C(C(O5)CO)O)O)O)O)C)CC=C6C3(CCC7(C6CC(CC7)(C)C(=O)OC)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C
• SMILES (Isomeric): C[C@]1(CC[C@]2(CC[C@@]3(C(=CC[C@@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)O)C)C)[C@H]2C1)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C49H78O20/c1-44(2)27-10-13-48(6)28(46(27,4)12-11-29(44)67-41-37(60)38(32(55)26(21-52)66-41)68-39-35(58)33(56)30(53)24(19-50)64-39)9-8-22-23-18-45(3,42(61)63-7)14-16-49(23,17-15-47(22,48)5)43(62)69-40-36(59)34(57)31(54)25(20-51)65-40/h8,23-41,50-60H,9-21H2,1-7H3/t23-,24+,25-,26+,27+,28+,29+,30+,31-,32+,33-,34+,35+,36-,37+,38-,39-,40+,41-,45-,46+,47-,48-,49-/m1/s1
• InChI Key: HPVKSGLGOKNQON-AYOSGHNSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₂₀
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.50864487 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7340	73.40%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8639	86.39%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	-	0.7867	78.67%
CYP3A4 substrate	+	0.7222	72.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9142	91.42%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.6906	69.06%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7496	74.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9072	90.72%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	-	0.5298	52.98%
Glucocorticoid receptor binding	+	0.7418	74.18%
Aromatase binding	+	0.6125	61.25%
PPAR gamma	+	0.7889	78.89%
Honey bee toxicity	-	0.6986	69.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.53%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.10%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.35%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	86.77%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.76%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.64%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.04%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.69%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.90%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.39%	100.00%

Plants that contains it

• Phytolacca icosandra

Cross-Links

• PubChem: 162862542
• LOTUS: LTS0227772
• wikiData: Q105031904