[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 99885d41-cc92-4c14-baba-4e994868cbb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)C)(C)CO)O[C@@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C53H86O23/c1-48(2)13-15-53(47(68)76-45-41(67)38(64)34(60)28(73-45)21-69-43-39(65)36(62)32(58)25(18-54)70-43)16-14-51(5)23(24(53)17-48)7-8-30-49(3)11-10-31(50(4,22-57)29(49)9-12-52(30,51)6)74-46-42(35(61)27(20-56)72-46)75-44-40(66)37(63)33(59)26(19-55)71-44/h7,24-46,54-67H,8-22H2,1-6H3/t24-,25+,26+,27-,28+,29+,30+,31-,32+,33+,34+,35-,36-,37-,38-,39+,40+,41+,42+,43+,44-,45-,46+,49-,50-,51+,52+,53-/m0/s1
• InChI Key: WMMUOMIFPJELCI-ZCIRPLDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₃
• Molecular Weight: 1091.20 g/mol
• Exact Mass: 1090.55598899 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 23
• 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	+	0.8293	82.93%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	-	0.2836	28.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7152	71.52%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	-	0.7451	74.51%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6977	69.77%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5325	53.25%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7612	76.12%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5846	58.46%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.7922	79.22%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	-	0.4936	49.36%
Glucocorticoid receptor binding	+	0.7435	74.35%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.8019	80.19%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9709	97.09%

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	97.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.60%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.29%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.11%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.96%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.69%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.66%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.00%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.98%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.10%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.06%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.91%	99.17%

Plants that contains it

• Eleutherococcus hypoleucus

Cross-Links

• PubChem: 162847042
• LOTUS: LTS0068937
• wikiData: Q105308679