(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 64745d47-c3c6-4c27-9895-58d55285c1cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C54H92O23/c1-48(2,69)13-10-14-54(9,77-46-41(68)37(64)35(62)28(74-46)23-71-44-39(66)32(59)25(58)22-70-44)53(8)18-17-52(7)43(53)24(57)19-30-50(5)15-12-31(49(3,4)29(50)11-16-51(30,52)6)75-47-42(38(65)34(61)27(21-56)73-47)76-45-40(67)36(63)33(60)26(20-55)72-45/h10,13,24-47,55-69H,11-12,14-23H2,1-9H3/b13-10+/t24-,25-,26-,27-,28-,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43+,44+,45+,46+,47+,50+,51-,52-,53+,54+/m1/s1
• InChI Key: OFOFERXZURWCFH-XLSMRULWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₃
• Molecular Weight: 1109.30 g/mol
• Exact Mass: 1108.60293918 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5819	58.19%
Caco-2	-	0.8993	89.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8051	80.51%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8034	80.34%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7521	75.21%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.7384	73.84%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8354	83.54%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6134	61.34%
skin sensitisation	-	0.9219	92.19%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7727	77.27%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	+	0.5886	58.86%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7968	79.68%
Honey bee toxicity	-	0.5989	59.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8873	88.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.10%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.66%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.85%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.30%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.96%	95.58%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.58%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	87.28%	94.75%
CHEMBL1871	P10275	Androgen Receptor	86.73%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.75%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.78%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.62%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.51%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.43%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.19%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	84.12%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.01%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	83.35%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.01%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.89%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	82.43%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	82.17%	95.38%
CHEMBL233	P35372	Mu opioid receptor	82.15%	97.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.65%	97.28%
CHEMBL5028	O14672	ADAM10	81.37%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.94%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.90%	92.94%
CHEMBL5957	P21589	5'-nucleotidase	80.49%	97.78%
CHEMBL1914	P06276	Butyrylcholinesterase	80.31%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.31%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.24%	95.83%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 162974960
• LOTUS: LTS0006014
• wikiData: Q105191315