Fulicineroside

Details

• Internal ID: cfa97352-e2a8-4fd9-a261-e16c1365bd94
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-[(3R)-4-[(2R,3R,4S,5R,6S)-5-[(2R,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3-methylbutyl]-7-[(2E,4E,6S)-7-[(2S,3S)-3-[(1R,2R)-1-hydroxy-2-methylbutyl]oxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]dibenzofuran-1,9-diol
• SMILES (Canonical): CCC(C)C(C1C(O1)CC(C)C=CC=C(C)C2=CC(=C3C(=C2)OC4=C3C(=C(C=C4)CCC(C)COC5C(C(C(C(O5)C)OC6CCC(C(O6)C)OC7CC(C(C(O7)C)O)O)O)O)O)O)O
• SMILES (Isomeric): CC[C@@H](C)[C@H]([C@H]1[C@@H](O1)C[C@H](C)/C=C/C=C(\C)/C2=CC(=C3C(=C2)OC4=C3C(=C(C=C4)CC[C@@H](C)CO[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O[C@@H]6CC[C@@H]([C@@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)O)O)O)O)O)O
• InChI: InChI=1S/C50H72O15/c1-9-26(4)43(53)49-38(64-49)19-24(2)11-10-12-27(5)32-20-33(51)41-37(21-32)62-36-16-15-31(45(55)42(36)41)14-13-25(3)23-58-50-47(57)46(56)48(30(8)61-50)65-39-18-17-35(28(6)59-39)63-40-22-34(52)44(54)29(7)60-40/h10-12,15-16,20-21,24-26,28-30,34-35,38-40,43-44,46-57H,9,13-14,17-19,22-23H2,1-8H3/b11-10+,27-12+/t24-,25-,26-,28+,29-,30+,34-,35+,38+,39-,40+,43-,44-,46+,47-,48+,49-,50-/m1/s1
• InChI Key: TZYNOEQOBDAWPQ-NJRZTIRLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₂O₁₅
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.48712159 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.36
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 18

Synonyms

• 2-[(3R)-4-[(2R,3R,4S,5R,6S)-5-[(2R,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3-methylbutyl]-7-[(2E,4E,6S)-7-[(2S,3S)-3-[(1R,2R)-1-hydroxy-2-methylbutyl]oxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]dibenzofuran-1,9-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9550	95.50%
Caco-2	-	0.8690	86.90%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	0.7282	72.82%
OATP1B1 inhibitior	+	0.8067	80.67%
OATP1B3 inhibitior	+	0.9197	91.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9737	97.37%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	+	0.8164	81.64%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	+	0.5969	59.69%
CYP2C9 inhibition	-	0.7336	73.36%
CYP2C19 inhibition	-	0.6147	61.47%
CYP2D6 inhibition	-	0.8328	83.28%
CYP1A2 inhibition	+	0.5367	53.67%
CYP2C8 inhibition	+	0.8193	81.93%
CYP inhibitory promiscuity	-	0.6777	67.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5819	58.19%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.7086	70.86%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6632	66.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.8130	81.30%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6075	60.75%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9633	96.33%
Acute Oral Toxicity (c)	III	0.3564	35.64%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.5644	56.44%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	+	0.6275	62.75%
PPAR gamma	+	0.8038	80.38%
Honey bee toxicity	-	0.6526	65.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.93%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.52%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.78%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.89%	97.31%
CHEMBL3401	O75469	Pregnane X receptor	92.18%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.54%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.53%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.06%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.01%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.98%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	88.95%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.92%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.49%	89.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.39%	97.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.33%	98.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.11%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.83%	93.99%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.83%	100.00%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	82.45%	87.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.06%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.01%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.84%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.66%	100.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.60%	91.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.08%	94.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11378022
• LOTUS: LTS0026146
• wikiData: Q105268487