[(2S,3R,4S,5S)-5-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)propanoyloxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]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: 0db06d5c-95ab-43be-abbe-53787e98a5e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S)-5-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)propanoyloxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]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
• InChI: InChI=1S/C51H76O16/c1-46(2)19-20-51(28(22-46)27-11-13-34-48(5)17-16-35(55)47(3,4)33(48)15-18-49(34,6)50(27,7)23-36(51)56)45(61)67-44-42(65-37(57)14-10-26-9-12-29(53)31(21-26)62-8)41(30(54)25-63-44)66-43-40(60)39(59)38(58)32(24-52)64-43/h9,11-12,21,28,30,32-36,38-44,52-56,58-60H,10,13-20,22-25H2,1-8H3/t28-,30-,32+,33-,34+,35-,36+,38+,39-,40+,41-,42+,43-,44-,48-,49+,50+,51+/m0/s1
• InChI Key: ZIEJINKTIDWSTF-LEAMLYCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₆O₁₆
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.51333633 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8680	86.80%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7315	73.15%
OATP1B3 inhibitior	-	0.2595	25.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9477	94.77%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	+	0.6397	63.97%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.8191	81.91%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7097	70.97%
CYP2C8 inhibition	+	0.8454	84.54%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6666	66.66%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9397	93.97%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.7463	74.63%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.7680	76.80%
Aromatase binding	+	0.5950	59.50%
PPAR gamma	+	0.8160	81.60%
Honey bee toxicity	-	0.6522	65.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9815	98.15%

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	99.76%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.40%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.61%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.85%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.98%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.95%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.93%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.88%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.81%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.36%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.79%	96.61%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.24%	99.15%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.75%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	86.61%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.04%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.89%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.45%	92.94%
CHEMBL4581	P52732	Kinesin-like protein 1	84.42%	93.18%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.42%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.65%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.65%	96.77%
CHEMBL5028	O14672	ADAM10	81.27%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.26%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.11%	97.50%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 163189564
• LOTUS: LTS0126109
• wikiData: Q105376277