[(2S,3R,4R,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (1R,2R,5R,6S,8R,9R,14S,18R,19R,24R)-8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylate

Details

• Internal ID: b0cacbaa-22bb-4cef-b50d-945ec94011af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4R,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (1R,2R,5R,6S,8R,9R,14S,18R,19R,24R)-8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC8C(C7(C(=O)O8)CO)OC9C(C(C(C(O9)CO)O)O)O)C)C)(C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(CC8[C@@H]([C@]7(C(=O)O8)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)(C)C)O)O)O)O)O
• InChI: InChI=1S/C47H72O20/c1-19-28(52)31(55)33(57)37(62-19)65-35-29(53)22(50)17-61-39(35)67-40(59)46-12-11-42(2,3)13-21(46)20-7-8-25-43(4)14-23-36(66-38-34(58)32(56)30(54)24(16-48)63-38)47(18-49,41(60)64-23)26(43)9-10-44(25,5)45(20,6)15-27(46)51/h7,19,21-39,48-58H,8-18H2,1-6H3/t19-,21-,22-,23?,24+,25+,26+,27+,28-,29+,30+,31+,32-,33+,34+,35+,36-,37-,38-,39-,43+,44+,45+,46+,47-/m0/s1
• InChI Key: AMFATATVKIIQQF-UXJYSJFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₂₀
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.46169468 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8413	84.13%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7135	71.35%
OATP1B3 inhibitior	+	0.8601	86.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8644	86.44%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.5892	58.92%
CYP3A4 substrate	+	0.7314	73.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8370	83.70%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.7061	70.61%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.5306	53.06%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7654	76.54%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7425	74.25%
skin sensitisation	-	0.9015	90.15%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	-	0.5561	55.61%
Glucocorticoid receptor binding	+	0.7348	73.48%
Aromatase binding	+	0.5971	59.71%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9726	97.26%

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	98.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.25%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.56%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.72%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.23%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.27%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.26%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.24%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.96%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.23%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.45%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.19%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.30%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.21%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	82.58%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.55%	95.89%
CHEMBL5028	O14672	ADAM10	81.92%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.24%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 163187519
• LOTUS: LTS0235590
• wikiData: Q104914590