Mycaloside F

Details

• Internal ID: 0934691b-0f73-4e02-bb02-e51ed8f6799a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4R,5R,6R)-4-[(2S,3S,4R,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-[[(3S,4R,8R,9S,10R,13R,14S,17R)-4-hydroxy-17-[(2R)-1-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-15-oxo-1,2,3,4,7,8,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(C)CCCC(CO)C1CC(=O)C2C1(CCC3C2CC=C4C3(CCC(C4O)OC5C(C(C(C(O5)COC(=O)C)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C
• SMILES (Isomeric): CC(C)CCC[C@@H](CO)[C@H]1CC(=O)[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H]([C@@H]4O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@H]([C@@H]([C@@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)C)C
• InChI: InChI=1S/C52H84O24/c1-21(2)7-6-8-23(16-53)27-15-28(57)34-24-9-10-26-35(59)30(12-14-51(26,4)25(24)11-13-52(27,34)5)70-50-43(67)46(45(33(73-50)20-68-22(3)56)75-49-41(65)39(63)37(61)32(18-55)72-49)76-47-42(66)44(29(58)19-69-47)74-48-40(64)38(62)36(60)31(17-54)71-48/h10,21,23-25,27,29-50,53-55,58-67H,6-9,11-20H2,1-5H3/t23-,24+,25-,27+,29+,30-,31+,32+,33+,34+,35+,36-,37-,38-,39-,40+,41+,42-,43+,44+,45+,46+,47-,48-,49-,50+,51+,52+/m0/s1
• InChI Key: AUNODXPWBPAMHH-NDBPDBOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₄
• Molecular Weight: 1093.20 g/mol
• Exact Mass: 1092.53525354 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 18

Synonyms

• (-)-Mycaloside F

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8033	80.33%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8646	86.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	-	0.2602	26.02%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9532	95.32%
P-glycoprotein inhibitior	+	0.7390	73.90%
P-glycoprotein substrate	+	0.6816	68.16%
CYP3A4 substrate	+	0.7521	75.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	+	0.6876	68.76%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.5158	51.58%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6685	66.85%
Human Ether-a-go-go-Related Gene inhibition	+	0.7889	78.89%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7373	73.73%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8855	88.55%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.8588	85.88%
Androgen receptor binding	+	0.7509	75.09%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	+	0.7333	73.33%
Aromatase binding	+	0.6085	60.85%
PPAR gamma	+	0.8046	80.46%
Honey bee toxicity	-	0.6642	66.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9631	96.31%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.34%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.10%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.22%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.68%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.74%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.55%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.88%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.03%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.43%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	84.87%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.48%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL5028	O14672	ADAM10	83.01%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.73%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.32%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.19%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.15%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.15%	97.29%
CHEMBL2514	O95665	Neurotensin receptor 2	81.63%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.31%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.80%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103418
• LOTUS: LTS0016332
• wikiData: Q104919063