(2S,3S,4R,5R,6S)-2-[[(2R,3S,4R,5R,6R)-6-[(2S)-2-[(3R,5S,8S,9S,10S,12R,13R,14R,17S)-3-[(2R,3S,4S,5S,6R)-3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f312cd6c-34a7-4e74-86d6-65ff8426cce3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4R,5R,6S)-2-[[(2R,3S,4R,5R,6R)-6-[(2S)-2-[(3R,5S,8S,9S,10S,12R,13R,14R,17S)-3-[(2R,3S,4S,5S,6R)-3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C59H100O27/c1-24(2)10-9-14-59(8,86-52-47(76)42(71)40(69)31(82-52)23-78-50-46(75)41(70)37(66)28(19-60)79-50)25-11-16-58(7)35(25)26(63)18-33-56(5)15-13-34(55(3,4)32(56)12-17-57(33,58)6)83-53-48(43(72)38(67)29(20-61)80-53)85-54-49(44(73)39(68)30(21-62)81-54)84-51-45(74)36(65)27(64)22-77-51/h10,25-54,60-76H,9,11-23H2,1-8H3/t25-,26+,27+,28-,29+,30-,31+,32+,33-,34+,35-,36+,37-,38+,39-,40+,41+,42+,43-,44+,45+,46-,47+,48-,49-,50-,51+,52+,53-,54+,56+,57-,58+,59-/m0/s1
• InChI Key: HERICYNRBVMDFO-RQGKADFNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₁₀₀O₂₇
• Molecular Weight: 1241.40 g/mol
• Exact Mass: 1240.64519791 g/mol
• Topological Polar Surface Area (TPSA): 436.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.74
• H-Bond Acceptor: 27
• H-Bond Donor: 17
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.9061	90.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8007	80.07%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9114	91.14%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	-	0.6330	63.30%
CYP3A4 substrate	+	0.7356	73.56%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.7179	71.79%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8413	84.13%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6873	68.73%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.5879	58.79%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	+	0.6737	67.37%
PPAR gamma	+	0.8111	81.11%
Honey bee toxicity	-	0.5525	55.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	98.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.12%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.21%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.87%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.81%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.65%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.19%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.01%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.34%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.70%	94.75%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.62%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.23%	82.69%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.56%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.80%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.79%	97.14%
CHEMBL2581	P07339	Cathepsin D	84.19%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.35%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.98%	100.00%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.54%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.48%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	82.29%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.44%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.13%	91.24%

Plants that contains it

• Panax japonicus
• Panax notoginseng

Cross-Links

• PubChem: 158456877
• LOTUS: LTS0174395
• wikiData: Q105027001