[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 5a6634ce-337a-4f8f-a752-03aca61f04dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)O)O)C)(C)C)O)O)O)COC(=O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@@H](C8(C)C)O[C@@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C61H98O26/c1-25-36(64)40(68)44(72)51(80-25)85-48-32(24-77-27(3)62)83-50(47(75)43(48)71)79-23-31-39(67)42(70)46(74)53(82-31)87-55(76)61-19-17-56(4,5)21-29(61)28-11-12-34-58(8)15-14-35(57(6,7)33(58)13-16-60(34,10)59(28,9)18-20-61)84-54-49(38(66)30(63)22-78-54)86-52-45(73)41(69)37(65)26(2)81-52/h11,25-26,29-54,63-75H,12-24H2,1-10H3/t25-,26-,29-,30-,31+,32+,33-,34+,35-,36-,37-,38-,39+,40+,41+,42-,43+,44+,45+,46+,47+,48+,49+,50+,51-,52-,53-,54+,58-,59+,60+,61-/m0/s1
• InChI Key: RHHSFOQSESHVRS-ZJSHWQRDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₈O₂₆
• Molecular Weight: 1247.40 g/mol
• Exact Mass: 1246.63463323 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7979	79.79%
Caco-2	-	0.8699	86.99%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8771	87.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	-	0.3399	33.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9163	91.63%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	-	0.5234	52.34%
CYP3A4 substrate	+	0.7428	74.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.9168	91.68%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.7564	75.64%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7381	73.81%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9441	94.41%
Acute Oral Toxicity (c)	III	0.7259	72.59%
Estrogen receptor binding	+	0.7521	75.21%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	+	0.8396	83.96%
Honey bee toxicity	-	0.6261	62.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.9769	97.69%

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	98.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.15%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.57%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.29%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.04%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.18%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	85.89%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	84.54%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.06%	95.50%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.40%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.51%	96.90%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.35%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	80.06%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.05%	97.21%

Plants that contains it

• Hedera helix

Cross-Links

• PubChem: 162895343
• LOTUS: LTS0237535
• wikiData: Q105236379