[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: cb42a330-e755-47e1-a634-bc49ee1f8472
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)O)C)C(=O)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)OC(=O)C=CC8=CC=C(C=C8)OC9C(C(C(C(O9)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)OC(=O)/C=C/C8=CC=C(C=C8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)C)C)(C)C)O
• InChI: InChI=1S/C56H82O20/c1-51(2)20-21-56(30(22-51)29-13-14-35-53(5)18-17-36(60)52(3,4)34(53)16-19-54(35,6)55(29,7)23-37(56)61)50(69)76-49-46(45(31(59)26-70-49)75-48-44(68)42(66)40(64)33(25-58)73-48)74-38(62)15-10-27-8-11-28(12-9-27)71-47-43(67)41(65)39(63)32(24-57)72-47/h8-13,15,30-37,39-49,57-61,63-68H,14,16-26H2,1-7H3/b15-10+/t30-,31-,32+,33+,34-,35+,36-,37+,39+,40+,41-,42-,43+,44+,45-,46+,47+,48-,49-,53-,54+,55+,56+/m0/s1
• InChI Key: FHXCKSCAVVICTO-SLVUHPLKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₂O₂₀
• Molecular Weight: 1075.20 g/mol
• Exact Mass: 1074.53994500 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8567	85.67%
Caco-2	-	0.8703	87.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7672	76.72%
OATP1B3 inhibitior	-	0.4152	41.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9403	94.03%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.5156	51.56%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.7238	72.38%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.8379	83.79%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.7832	78.32%
CYP2C8 inhibition	+	0.7904	79.04%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7567	75.67%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8902	89.02%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9172	91.72%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	+	0.7963	79.63%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	+	0.6181	61.81%
Glucocorticoid receptor binding	+	0.7775	77.75%
Aromatase binding	+	0.5890	58.90%
PPAR gamma	+	0.8275	82.75%
Honey bee toxicity	-	0.6520	65.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	99.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.40%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	94.58%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.84%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.96%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	86.36%	95.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.31%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	84.86%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.80%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.51%	89.67%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.68%	83.57%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.58%	94.33%
CHEMBL5028	O14672	ADAM10	82.95%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.33%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.97%	92.62%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 163193106
• LOTUS: LTS0246201
• wikiData: Q104995493