[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-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)-6a,9,9,12a-tetramethyl-2-methylidene-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 535a677d-f875-4650-a260-008b29c69d83
• 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)-3,4-dihydroxy-6-(hydroxymethyl)-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)-6a,9,9,12a-tetramethyl-2-methylidene-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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)O)C)O)O)O)CO)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)O)O)O)CO)O)O)O
• InChI: InChI=1S/C51H80O21/c1-21-11-14-51(16-15-49(5)23-9-10-30-48(3,4)31(70-44-38(60)33(55)27(53)19-65-44)12-13-50(30,6)24(23)7-8-25(49)26(51)17-21)47(64)72-46-40(62)36(58)34(56)29(69-46)20-66-43-41(63)37(59)42(28(18-52)68-43)71-45-39(61)35(57)32(54)22(2)67-45/h8,22-24,26-46,52-63H,1,7,9-20H2,2-6H3/t22-,23+,24-,26-,27-,28+,29+,30-,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,49-,50+,51-/m0/s1
• InChI Key: LQPWRMRELFRFPB-DWPVWJEWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₁
• Molecular Weight: 1029.20 g/mol
• Exact Mass: 1028.51920956 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7709	77.09%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	-	0.5076	50.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8206	82.06%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.5849	58.49%
CYP3A4 substrate	+	0.7424	74.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8823	88.23%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	+	0.7657	76.57%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7625	76.25%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9764	97.64%
Acute Oral Toxicity (c)	III	0.7897	78.97%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	+	0.5544	55.44%
Glucocorticoid receptor binding	+	0.7263	72.63%
Aromatase binding	+	0.6616	66.16%
PPAR gamma	+	0.8183	81.83%
Honey bee toxicity	-	0.6137	61.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9697	96.97%

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	99.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.20%	86.33%
CHEMBL233	P35372	Mu opioid receptor	92.13%	97.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.86%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.83%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.65%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.87%	95.89%
CHEMBL5028	O14672	ADAM10	86.70%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.44%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.80%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	84.23%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.05%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.49%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.03%	94.00%
CHEMBL237	P41145	Kappa opioid receptor	80.31%	98.10%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 44559148
• LOTUS: LTS0087309
• wikiData: Q105155663