Mathemycin A

Details

• Internal ID: 802e389e-1e02-4c93-b5e9-15a337215547
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: 38-(4-amino-3,5-dihydroxy-6-methyloxan-2-yl)oxy-40-(10-amino-4-methyldecan-2-yl)-6,12,16,20,22,24,26,28,30,32,34,36-dodecahydroxy-5,11,13,15,17,21,27,33,39-nonamethyl-19-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclotetraconta-9,13,17-trien-2-one
• SMILES (Canonical): CC1CCC(=O)OC(C(C(CC(CC(C(C(CC(CC(C(C(CC(CC(C(C(C(C=C(C(C(C=C(C(C(C=CCCC1O)C)O)C)C)O)C)OC2C(C(C(C(O2)CO)O)O)O)O)C)O)O)O)C)O)O)O)C)O)O)OC3C(C(C(C(O3)C)O)N)O)C)C(C)CC(C)CCCCCCN
• SMILES (Isomeric): CC1CCC(=O)OC(C(C(CC(CC(C(C(CC(CC(C(C(CC(CC(C(C(C(C=C(C(C(C=C(C(C(C=CCCC1O)C)O)C)C)O)C)OC2C(C(C(C(O2)CO)O)O)O)O)C)O)O)O)C)O)O)O)C)O)O)OC3C(C(C(C(O3)C)O)N)O)C)C(C)CC(C)CCCCCCN
• InChI: InChI=1S/C71H132N2O24/c1-35(19-15-13-14-18-24-72)25-41(7)69-45(11)56(94-70-66(90)60(73)64(88)46(12)93-70)33-49(77)32-54(82)43(9)52(80)29-47(75)28-51(79)42(8)53(81)30-48(76)31-55(83)44(10)63(87)57(95-71-68(92)67(91)65(89)58(34-74)96-71)27-40(6)62(86)39(5)26-38(4)61(85)37(3)20-16-17-21-50(78)36(2)22-23-59(84)97-69/h16,20,26-27,35-37,39,41-58,60-71,74-83,85-92H,13-15,17-19,21-25,28-34,72-73H2,1-12H3
• InChI Key: GBOWXIISIICSRF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₃₂N₂O₂₄
• Molecular Weight: 1397.80 g/mol
• Exact Mass: 1396.91700308 g/mol
• Topological Polar Surface Area (TPSA): 479.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 26
• H-Bond Donor: 20
• Rotatable Bonds: 14

Synonyms

• RefChem:925362
• 211374-76-4
• CHEBI:217694
• 38-(4-amino-3,5-dihydroxy-6-methyloxan-2-yl)oxy-40-(10-amino-4-methyldecan-2-yl)-6,12,16,20,22,24,26,28,30,32,34,36-dodecahydroxy-5,11,13,15,17,21,27,33,39-nonamethyl-19-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclotetraconta-9,13,17-trien-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9207	92.07%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5278	52.78%
OATP2B1 inhibitior	-	0.8678	86.78%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8523	85.23%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	+	0.7889	78.89%
CYP3A4 substrate	+	0.7392	73.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.9697	96.97%
CYP2C9 inhibition	-	0.9341	93.41%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	-	0.9030	90.30%
CYP2C8 inhibition	+	0.7600	76.00%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7435	74.35%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5048	50.48%
skin sensitisation	-	0.8602	86.02%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6895	68.95%
Acute Oral Toxicity (c)	III	0.6649	66.49%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.6805	68.05%
Thyroid receptor binding	+	0.6615	66.15%
Glucocorticoid receptor binding	+	0.7891	78.91%
Aromatase binding	+	0.6159	61.59%
PPAR gamma	+	0.8274	82.74%
Honey bee toxicity	-	0.6335	63.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5199	51.99%
Fish aquatic toxicity	+	0.6427	64.27%

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	99.67%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	95.01%	93.18%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.68%	97.36%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.27%	96.47%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.94%	91.38%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	89.77%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.14%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.87%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.63%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.19%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.78%	90.71%
CHEMBL2514	O95665	Neurotensin receptor 2	84.58%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.38%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.80%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.18%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.20%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.92%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.74%	99.17%
CHEMBL3820	P35557	Hexokinase type IV	80.06%	91.96%

Plants that contains it

• Hypericum brasiliense

Cross-Links

• PubChem: 73208367
• LOTUS: LTS0142321
• wikiData: Q105155718