[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aS,10S,12aS,14bS)-10-[(2S,3S,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-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: d2230263-87cc-422a-a7fb-178677a729dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aS,10S,12aS,14bS)-10-[(2S,3S,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-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(C2OC3C(C(C(CO3)O)O)O)O)C4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(=C)CC8)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)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[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O)O)[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(=C)CC8)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)CO)O)O)O
• InChI: InChI=1S/C52H82O20/c1-22-10-15-52(47(65)72-46-39(63)36(60)34(58)28(19-53)69-46)17-16-50(6)24(26(52)18-22)8-9-31-49(5)13-11-25(48(3,4)30(49)12-14-51(31,50)7)41-40(64)43(71-44-37(61)33(57)27(55)21-66-44)42(29(20-54)68-41)70-45-38(62)35(59)32(56)23(2)67-45/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: NDSGKKPFZSMWKS-SQJVWWFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₀
• Molecular Weight: 1027.20 g/mol
• Exact Mass: 1026.53994500 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8249	82.49%
Caco-2	-	0.8820	88.20%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8533	85.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8031	80.31%
OATP1B3 inhibitior	-	0.4092	40.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.8658	86.58%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	+	0.5398	53.98%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8755	87.55%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8861	88.61%
CYP2C8 inhibition	+	0.7550	75.50%
CYP inhibitory promiscuity	-	0.9548	95.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.6180	61.80%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7699	76.99%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9726	97.26%
Acute Oral Toxicity (c)	III	0.6500	65.00%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7381	73.81%
Aromatase binding	+	0.6512	65.12%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.6496	64.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9757	97.57%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL233	P35372	Mu opioid receptor	92.99%	97.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.98%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.62%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.55%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	87.49%	98.10%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.19%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.41%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.05%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL5028	O14672	ADAM10	82.93%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.10%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.48%	96.90%

Plants that contains it

• Euptelea polyandra

Cross-Links

• PubChem: 101720868
• LOTUS: LTS0124022
• wikiData: Q105177699