(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,10R,11S,12aS,14aR,14bR)-9,10-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: b8b2ac58-4d01-4ee9-ad14-efae60cb4d32
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,10R,11S,12aS,14aR,14bR)-9,10-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8O)O)(C)COC9C(C(C(C(O9)CO)O)O)O)C)C)C)C)C(=O)O)O)O)CO)O)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@@]([C@H]([C@H]8O)O)(C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C54H88O25/c1-21-29(58)32(61)38(67)46(73-21)78-40-34(63)31(60)25(18-56)75-47(40)79-41-36(65)35(64)39(44(70)71)77-48(41)76-28-11-12-51(4)26(52(28,5)19-57)10-13-54(7)27(51)9-8-22-23-16-49(2,42(68)43(69)50(23,3)14-15-53(22,54)6)20-72-45-37(66)33(62)30(59)24(17-55)74-45/h8,21,23-43,45-48,55-69H,9-20H2,1-7H3,(H,70,71)/t21-,23-,24+,25+,26+,27+,28-,29-,30+,31-,32+,33-,34-,35-,36-,37+,38+,39-,40+,41+,42-,43+,45+,46-,47-,48+,49-,50+,51-,52+,53+,54+/m0/s1
• InChI Key: BEEJZTKKIGKODU-NQLGLYBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₅
• Molecular Weight: 1137.30 g/mol
• Exact Mass: 1136.56146829 g/mol
• Topological Polar Surface Area (TPSA): 415.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -3.53
• H-Bond Acceptor: 24
• H-Bond Donor: 16
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6937	69.37%
Caco-2	-	0.8961	89.61%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8456	84.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	-	0.4567	45.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8762	87.62%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	-	0.5829	58.29%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9614	96.14%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8754	87.54%
CYP2C8 inhibition	+	0.7799	77.99%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6050	60.50%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7864	78.64%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8091	80.91%
Acute Oral Toxicity (c)	III	0.6936	69.36%
Estrogen receptor binding	+	0.8022	80.22%
Androgen receptor binding	+	0.7510	75.10%
Thyroid receptor binding	+	0.5359	53.59%
Glucocorticoid receptor binding	+	0.7438	74.38%
Aromatase binding	+	0.6611	66.11%
PPAR gamma	+	0.8121	81.21%
Honey bee toxicity	-	0.7125	71.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9464	94.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.38%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.19%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.17%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.25%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.52%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.79%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.34%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.97%	100.00%
CHEMBL5028	O14672	ADAM10	83.47%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.17%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.20%	95.50%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	80.74%	97.34%
CHEMBL5255	O00206	Toll-like receptor 4	80.14%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.07%	95.93%

Plants that contains it

• Sorbus cuspidata

Cross-Links

• PubChem: 162936418
• LOTUS: LTS0261783
• wikiData: Q104932743