[(3S,4R,5R)-5-[[(2R,3S,4S,5R,6R)-6-[[(1S,4S,5S,6R,9S,10R,13R,14R)-5-formyl-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: a62a1a88-d608-4e6c-9d60-c9cf172b07c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(3S,4R,5R)-5-[[(2R,3S,4S,5R,6R)-6-[[(1S,4S,5S,6R,9S,10R,13R,14R)-5-formyl-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C42H60O17/c1-38-11-10-29(39(2,18-43)27(38)9-12-40-15-23(6-7-28(38)40)41(51,17-40)19-44)59-36-34(49)33(48)32(47)26(58-36)16-55-37-35(50)42(52,21-57-37)20-56-30(45)8-5-22-13-24(53-3)31(46)25(14-22)54-4/h5,8,13-14,18,23,26-29,32-37,44,46-52H,6-7,9-12,15-17,19-21H2,1-4H3/b8-5+/t23-,26-,27+,28+,29-,32-,33+,34-,35+,36+,37-,38-,39+,40+,41+,42-/m1/s1
• InChI Key: UEWHVWKUEYNHTH-ASDYDPFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₀O₁₇
• Molecular Weight: 836.90 g/mol
• Exact Mass: 836.38305044 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7969	79.69%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8299	82.99%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7715	77.15%
P-glycoprotein inhibitior	+	0.7415	74.15%
P-glycoprotein substrate	+	0.6952	69.52%
CYP3A4 substrate	+	0.7420	74.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.8189	81.89%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.8375	83.75%
CYP2C8 inhibition	+	0.8172	81.72%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5955	59.55%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.7196	71.96%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6933	69.33%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9196	91.96%
Acute Oral Toxicity (c)	I	0.4620	46.20%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.7306	73.06%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.6756	67.56%
Aromatase binding	+	0.6080	60.80%
PPAR gamma	+	0.7363	73.63%
Honey bee toxicity	-	0.6926	69.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9745	97.45%

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	99.61%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.89%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.79%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.69%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.33%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.43%	92.94%
CHEMBL4302	P08183	P-glycoprotein 1	91.03%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.93%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.92%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.40%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.53%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.52%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.43%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.49%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	85.17%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.33%	97.53%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.29%	94.33%
CHEMBL4581	P52732	Kinesin-like protein 1	83.95%	93.18%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.72%	96.90%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.54%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.40%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.14%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.98%	94.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.94%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.75%	96.77%
CHEMBL5028	O14672	ADAM10	80.35%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.14%	89.62%

Plants that contains it

• Tricalysia okelensis

Cross-Links

• PubChem: 46177608
• LOTUS: LTS0199708
• wikiData: Q105271170