2-Methylelaiophylin

Details

• Internal ID: d5a02396-2fda-4599-9820-2259eda335a4
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-ethyl-2-hydroxy-6-methyloxan-2-yl]-3-hydroxypentan-2-yl]-3,7,15-trimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
• SMILES (Canonical): CCC1C(OC(CC1OC2CC(C(C(O2)C)O)O)(C(C)C(C(C)C3C(C=CC=CC(=O)OC(C(C=CC=C(C(=O)O3)C)C)C(C)C(C(C)C4(CC(C(C(O4)C)CC)OC5CC(C(C(O5)C)O)O)O)O)C)O)O)C
• SMILES (Isomeric): CC[C@@H]1[C@H](O[C@](C[C@H]1O[C@H]2C[C@@H]([C@@H]([C@@H](O2)C)O)O)([C@@H](C)[C@@H]([C@H](C)[C@@H]3[C@H](/C=C/C=C/C(=O)O[C@@H]([C@H](/C=C/C=C(/C(=O)O3)\C)C)[C@@H](C)[C@H]([C@H](C)[C@]4(C[C@H]([C@@H]([C@H](O4)C)CC)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O)O)O)O)C)O)O)C
• InChI: InChI=1S/C55H90O18/c1-14-38-34(10)72-54(64,25-42(38)68-45-23-40(56)49(61)36(12)66-45)32(8)47(59)30(6)51-28(4)20-18-21-29(5)53(63)71-52(27(3)19-16-17-22-44(58)70-51)31(7)48(60)33(9)55(65)26-43(39(15-2)35(11)73-55)69-46-24-41(57)50(62)37(13)67-46/h16-22,27-28,30-43,45-52,56-57,59-62,64-65H,14-15,23-26H2,1-13H3/b19-16+,20-18+,22-17+,29-21+/t27-,28-,30-,31-,32-,33-,34+,35+,36-,37-,38+,39+,40-,41-,42+,43+,45-,46-,47+,48+,49+,50+,51-,52-,54+,55+/m0/s1
• InChI Key: LMEAUGPRDIBMKA-VKZYWMMMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₁₈
• Molecular Weight: 1039.30 g/mol
• Exact Mass: 1038.61271602 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

• CHEMBL4441305

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5673	56.73%
Caco-2	-	0.8650	86.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7519	75.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9270	92.70%
P-glycoprotein inhibitior	+	0.7394	73.94%
P-glycoprotein substrate	+	0.7413	74.13%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	-	0.6843	68.43%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.8084	80.84%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.9524	95.24%
CYP2C8 inhibition	+	0.4843	48.43%
CYP inhibitory promiscuity	-	0.9463	94.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.6468	64.68%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8269	82.69%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5944	59.44%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7842	78.42%
Acute Oral Toxicity (c)	III	0.5245	52.45%
Estrogen receptor binding	+	0.8223	82.23%
Androgen receptor binding	+	0.6801	68.01%
Thyroid receptor binding	+	0.6410	64.10%
Glucocorticoid receptor binding	+	0.7739	77.39%
Aromatase binding	+	0.5957	59.57%
PPAR gamma	+	0.8119	81.19%
Honey bee toxicity	-	0.6187	61.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9736	97.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.93%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.66%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.46%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.65%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.09%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	88.60%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.89%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.82%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.46%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.25%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.21%	93.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.08%	94.80%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.80%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.56%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.48%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	83.38%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.10%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL1871	P10275	Androgen Receptor	80.46%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.30%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132560765
• LOTUS: LTS0154408
• wikiData: Q77558801