[(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,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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: f32ac80a-d0d0-4d83-af3e-98fad639c512
• 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,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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(CO9)O)O)OC1C(C(C(CO1)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[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@H]([C@@H]([C@H](CO1)O)O)O)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C57H90O25/c1-23-10-15-57(52(72)82-50-43(70)39(66)37(64)30(78-50)22-75-47-44(71)40(67)45(29(19-58)77-47)80-49-42(69)38(65)34(61)24(2)76-49)17-16-55(6)25(26(57)18-23)8-9-32-54(5)13-12-33(53(3,4)31(54)11-14-56(32,55)7)79-51-46(36(63)28(60)21-74-51)81-48-41(68)35(62)27(59)20-73-48/h8,24,26-51,58-71H,1,9-22H2,2-7H3/t24-,26-,27-,28-,29+,30+,31-,32+,33-,34-,35+,36-,37+,38+,39-,40+,41-,42+,43+,44+,45+,46+,47+,48-,49-,50-,51-,54-,55+,56+,57-/m0/s1
• InChI Key: CPDLGTDQDQWBLK-UWBWCZROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₅
• Molecular Weight: 1175.30 g/mol
• Exact Mass: 1174.57711835 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.38
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 12

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	-	0.8762	87.62%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	-	0.5076	50.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9120	91.20%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.5305	53.05%
CYP3A4 substrate	+	0.7400	74.00%
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	+	0.7752	77.52%
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	-	0.8996	89.96%
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	+	0.7872	78.72%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9520	95.20%
Acute Oral Toxicity (c)	III	0.7897	78.97%
Estrogen receptor binding	+	0.7867	78.67%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.7556	75.56%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.8303	83.03%
Honey bee toxicity	-	0.6336	63.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	98.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.24%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL233	P35372	Mu opioid receptor	92.53%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL5028	O14672	ADAM10	87.01%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	85.76%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.41%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.04%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.72%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.58%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	81.12%	95.93%

Plants that contains it

• Akebia trifoliata

Cross-Links

• PubChem: 162999094
• LOTUS: LTS0067304
• wikiData: Q104967452