(3S,4S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,4',10,13,14-pentamethylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',15-dione

Details

• Internal ID: c6f4142f-7c50-4687-8a77-1822d49820c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,4',10,13,14-pentamethylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',15-dione
• InChI: InChI=1S/C54H84O27/c1-20-13-31(60)81-54(20)14-29(59)53(6)23-7-8-28-50(3,22(23)9-12-52(53,54)5)11-10-30(51(28,4)19-56)77-47-41(70)38(67)35(64)27(76-47)18-73-48-43(34(63)25(58)17-72-48)79-49-44(80-46-40(69)37(66)32(61)21(2)74-46)42(36(65)26(15-55)75-49)78-45-39(68)33(62)24(57)16-71-45/h20-21,24-28,30,32-49,55-58,61-70H,7-19H2,1-6H3/t20-,21+,24+,25+,26-,27-,28-,30+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41-,42+,43-,44-,45+,46+,47+,48+,49+,50-,51-,52+,53-,54+/m1/s1
• InChI Key: QNSLDXRGMMBNKW-RYXFFHARSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₇
• Molecular Weight: 1165.20 g/mol
• Exact Mass: 1164.51999740 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: -5.30
• Atomic LogP (AlogP): -4.62
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8056	80.56%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8501	85.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9025	90.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.6648	66.48%
CYP3A4 substrate	+	0.7393	73.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9168	91.68%
CYP2C8 inhibition	+	0.7562	75.62%
CYP inhibitory promiscuity	-	0.9561	95.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4754	47.54%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9007	90.07%
Skin irritation	+	0.5722	57.22%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7942	79.42%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9306	93.06%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6341	63.41%
Acute Oral Toxicity (c)	III	0.4809	48.09%
Estrogen receptor binding	+	0.8038	80.38%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.7238	72.38%
Aromatase binding	+	0.6295	62.95%
PPAR gamma	+	0.7976	79.76%
Honey bee toxicity	-	0.6314	63.14%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9587	95.87%

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	98.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.85%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.92%	91.49%
CHEMBL1902	P62942	FK506-binding protein 1A	91.58%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.31%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.01%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.98%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.95%	93.04%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.83%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.84%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.48%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.77%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.76%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.66%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.49%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.18%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.00%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.86%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	83.82%	95.38%
CHEMBL5255	O00206	Toll-like receptor 4	83.54%	92.50%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.52%	98.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.61%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.44%	97.36%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.38%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.33%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.95%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Bellevalia paradoxa

Cross-Links

• PubChem: 11400582
• LOTUS: LTS0008784
• wikiData: Q105224634