2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-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: 843772a5-fd71-4907-92a6-3ffb3dabbc10
• 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] (2S,4aR,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-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)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)CC=C7C3(CCC8(C7CC(CC8)(C)C(=O)OC)C(=O)OC9C(C(C(C(O9)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[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C55H88O25/c1-50(2)29-10-13-54(6)30(9-8-23-24-18-51(3,48(70)72-7)14-16-55(24,17-15-53(23,54)5)49(71)80-46-40(68)37(65)34(62)27(21-58)75-46)52(29,4)12-11-31(50)77-47-41(69)43(79-45-39(67)36(64)33(61)26(20-57)74-45)42(28(22-59)76-47)78-44-38(66)35(63)32(60)25(19-56)73-44/h8,24-47,56-69H,9-22H2,1-7H3/t24-,25+,26+,27+,28+,29-,30+,31-,32-,33+,34+,35-,36-,37-,38+,39+,40+,41+,42+,43+,44-,45-,46-,47-,51-,52-,53-,54+,55-/m0/s1
• InChI Key: BBWSLODJYHAXOX-HMSUYBFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₅
• Molecular Weight: 1149.30 g/mol
• Exact Mass: 1148.56146829 g/mol
• Topological Polar Surface Area (TPSA): 400.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8769	87.69%
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	+	0.7403	74.03%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9107	91.07%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	-	0.7632	76.32%
CYP3A4 substrate	+	0.7247	72.47%
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	+	0.6864	68.64%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9001	90.01%
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	+	0.7612	76.12%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8947	89.47%
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	-	0.6674	66.74%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7545	75.45%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.7485	74.85%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	+	0.7875	78.75%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.7000	70.00%
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	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.03%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.17%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.93%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	86.34%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.00%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.98%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.52%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.99%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%

Plants that contains it

• Phytolacca rivinoides

Cross-Links

• PubChem: 162885563
• LOTUS: LTS0144749
• wikiData: Q104923111