[(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,6aS,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6a,9,9,12a-tetramethyl-2-methylidene-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 7d0a0d74-bcdd-4d92-bc0a-fc255bc30901
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• 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,6aS,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6a,9,9,12a-tetramethyl-2-methylidene-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(=C)CC4C6=CCC7C(C6(CC5)C)CCC8C7(CCC(C8(C)C)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)O)O)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@]45CCC(=C)C[C@H]4C6=CC[C@H]7[C@H]([C@@]6(CC5)C)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)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C59H92O26/c1-23-13-16-59(55(74)85-53-46(72)42(68)39(65)32(80-53)21-77-50-47(73)43(69)48(33(81-50)22-75-26(4)60)83-51-44(70)40(66)36(62)24(2)78-51)18-17-57(7)27-11-12-34-56(5,6)35(14-15-58(34,8)28(27)9-10-29(57)30(59)19-23)82-54-49(38(64)31(61)20-76-54)84-52-45(71)41(67)37(63)25(3)79-52/h10,24-25,27-28,30-54,61-73H,1,9,11-22H2,2-8H3/t24-,25-,27+,28-,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-,57-,58+,59-/m0/s1
• InChI Key: XYKYCWVIRGHZKW-GWGUMJDQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₂O₂₆
• Molecular Weight: 1217.30 g/mol
• Exact Mass: 1216.58768304 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.81
• 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	+	0.7806	78.06%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8180	81.80%
OATP1B3 inhibitior	-	0.3217	32.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9172	91.72%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6379	63.79%
CYP3A4 substrate	+	0.7495	74.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8184	81.84%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.7936	79.36%
CYP inhibitory promiscuity	-	0.9735	97.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.5520	55.20%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7544	75.44%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9686	96.86%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	+	0.6247	62.47%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.8385	83.85%
Honey bee toxicity	-	0.6037	60.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.49%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.14%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.79%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.54%	95.89%
CHEMBL5028	O14672	ADAM10	88.53%	97.50%
CHEMBL233	P35372	Mu opioid receptor	87.25%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.53%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.50%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	86.25%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.88%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	84.55%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.13%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.07%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.85%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.54%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.25%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.15%	94.33%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 44559145
• NPASS: NPC309907
• LOTUS: LTS0026201
• wikiData: Q105344535