(3R,4R,4aR,6aR,6bR,8aS,12aS,14aS,14bS)-8a-[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: a5689a54-bfab-490e-85d5-b3dedd6a7032
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (3R,4R,4aR,6aR,6bR,8aS,12aS,14aS,14bS)-8a-[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• 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(=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@@]8(CC[C@H]([C@]([C@@H]8CC[C@]7([C@]6(CC5)C)C)(C)C(=O)O)O)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C47H72O19/c1-20-9-14-47(16-15-44(4)22(23(47)17-20)7-8-26-43(3)12-11-28(49)46(6,41(58)59)27(43)10-13-45(26,44)5)42(60)66-40-35(56)32(53)30(51)25(64-40)19-61-38-36(57)33(54)37(24(18-48)63-38)65-39-34(55)31(52)29(50)21(2)62-39/h7,21,23-40,48-57H,1,8-19H2,2-6H3,(H,58,59)/t21-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34-,35-,36-,37-,38-,39+,40+,43-,44-,45+,46+,47-/m0/s1
• InChI Key: UCQFMBXHEZNBGP-LJQPOGLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₁₉
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.46678006 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6730	67.30%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8602	86.02%
OATP1B3 inhibitior	-	0.2951	29.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5548	55.48%
BSEP inhibitior	+	0.9071	90.71%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.5238	52.38%
CYP3A4 substrate	+	0.7246	72.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.7559	75.59%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	+	0.7448	74.48%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.5116	51.16%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8670	86.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7748	77.48%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9207	92.07%
Acute Oral Toxicity (c)	III	0.7306	73.06%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.7401	74.01%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	+	0.6431	64.31%
PPAR gamma	+	0.8043	80.43%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	98.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.65%	97.36%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL233	P35372	Mu opioid receptor	89.77%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	87.64%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.82%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.99%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.91%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.88%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.32%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL5028	O14672	ADAM10	84.54%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.47%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.45%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.20%	89.05%

Plants that contains it

• Eleutherococcus japonicus

Cross-Links

• PubChem: 162889515
• LOTUS: LTS0071735
• wikiData: Q105270056