[(1R,2R,3S,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-6-oxo-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-1-yl] (3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoate

Details

• Internal ID: fec734fc-6828-40a6-961d-dd3c380d87eb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(1R,2R,3S,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-6-oxo-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-1-yl] (3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoate
• SMILES (Canonical): CC(CC(=O)OC1C2C(C(C(C1O)O)O)NC(=O)C3=C(C4=C(C=C23)OCO4)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@H](CC(=O)O[C@@H]1[C@H]2[C@H]([C@@H]([C@@H]([C@H]1O)O)O)NC(=O)C3=C(C4=C(C=C23)OCO4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C24H31NO15/c1-6(38-24-20(34)17(31)14(28)9(4-26)39-24)2-10(27)40-22-11-7-3-8-21(37-5-36-8)15(29)12(7)23(35)25-13(11)16(30)18(32)19(22)33/h3,6,9,11,13-14,16-20,22,24,26,28-34H,2,4-5H2,1H3,(H,25,35)/t6-,9-,11-,13-,14-,16+,17+,18+,19-,20-,22-,24-/m1/s1
• InChI Key: QGRGVCXBYQUGHI-UIEZWNGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₁NO₁₅
• Molecular Weight: 573.50 g/mol
• Exact Mass: 573.16936928 g/mol
• Topological Polar Surface Area (TPSA): 254.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -4.08
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5104	51.04%
Caco-2	-	0.8906	89.06%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4858	48.58%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.7849	78.49%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5430	54.30%
P-glycoprotein inhibitior	-	0.6302	63.02%
P-glycoprotein substrate	+	0.5081	50.81%
CYP3A4 substrate	+	0.6487	64.87%
CYP2C9 substrate	-	0.8122	81.22%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.7188	71.88%
CYP2C9 inhibition	-	0.8216	82.16%
CYP2C19 inhibition	-	0.7741	77.41%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	-	0.7956	79.56%
CYP2C8 inhibition	-	0.6122	61.22%
CYP inhibitory promiscuity	-	0.6039	60.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.8100	81.00%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4861	48.61%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6570	65.70%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7333	73.33%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.7372	73.72%
Androgen receptor binding	+	0.5631	56.31%
Thyroid receptor binding	-	0.5684	56.84%
Glucocorticoid receptor binding	-	0.4693	46.93%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5989	59.89%
Honey bee toxicity	-	0.7883	78.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.5457	54.57%

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	99.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.72%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.37%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.44%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.78%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	88.22%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.06%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	87.33%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.31%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.60%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.55%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.45%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.36%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.95%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.79%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.40%	92.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.71%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%

Plants that contains it

• Zephyranthes carinata

Cross-Links

• PubChem: 163050047
• LOTUS: LTS0026769
• wikiData: Q105220577