[(2S,3S,4R,5R,6S)-6-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (6aS)-10-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: c0a88b6b-05b9-4edc-a5ed-dd885252e4c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3S,4R,5R,6S)-6-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (6aS)-10-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-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(=C)CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(O9)CO)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)C45CCC(=C)CC4C6=CCC7C8(CCC(C(C8CCC7([C@@]6(CC5)C)C)(C)C)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C52H82O21/c1-22-10-15-52(47(65)73-46-40(63)36(59)34(57)28(70-46)21-66-43-41(64)37(60)42(27(20-54)69-43)72-44-39(62)35(58)32(55)23(2)67-44)17-16-50(6)24(25(52)18-22)8-9-30-49(5)13-12-31(48(3,4)29(49)11-14-51(30,50)7)71-45-38(61)33(56)26(19-53)68-45/h8,23,25-46,53-64H,1,9-21H2,2-7H3/t23-,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?/m0/s1
• InChI Key: FBWYPFQXCPEOOM-WAJAKZLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₁
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.53485962 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8097	80.97%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	-	0.2988	29.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8797	87.97%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	-	0.5944	59.44%
CYP3A4 substrate	+	0.7262	72.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9124	91.24%
CYP2C9 inhibition	-	0.8381	83.81%
CYP2C19 inhibition	-	0.8796	87.96%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	+	0.7524	75.24%
CYP inhibitory promiscuity	-	0.8975	89.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.5519	55.19%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.8570	85.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7600	76.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8822	88.22%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9284	92.84%
Acute Oral Toxicity (c)	III	0.7158	71.58%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.7412	74.12%
Thyroid receptor binding	+	0.5578	55.78%
Glucocorticoid receptor binding	+	0.7192	71.92%
Aromatase binding	+	0.6619	66.19%
PPAR gamma	+	0.8201	82.01%
Honey bee toxicity	-	0.6551	65.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9851	98.51%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.94%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	88.10%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.68%	97.09%
CHEMBL233	P35372	Mu opioid receptor	86.94%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.44%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.37%	92.50%
CHEMBL5028	O14672	ADAM10	84.30%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.89%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.96%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.78%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.02%	93.04%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 11968364
• NPASS: NPC279610