Aflatoxin M1

Details

• Internal ID: 03acff23-0cfd-48d3-a963-e1e32caf9ff8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Aflatoxins > Difurocoumarocyclopentenones
• IUPAC Name: (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• InChI: InChI=1S/C17H12O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h4-6,16,20H,2-3H2,1H3/t16-,17-/m1/s1
• InChI Key: MJBWDEQAUQTVKK-IAGOWNOFSA-N
• Popularity: 1,515 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₇
• Molecular Weight: 328.27 g/mol
• Exact Mass: 328.05830272 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 6795-23-9
• 4-Hydroxyaflatoxin B1
• AFM1
• Aflatoxin M
• CHEBI:78576
• DTXSID40891797
• I3020O28I3
• (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• Aflatoxin M(1)
• 4 Hydroxyaflatoxin B1
• Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxy-, (6aR-cis)-
• (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo(10.7.0.0^(2,9).0^(3,7).0^(13,17))nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo(10.7.0.02,9.03,7.013,17)nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• RefChem:110037
• DTXCID001031034
• 229-865-4
• 3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo(10.7.0.02,9.03,7.013,17)nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione
• 25325-49-9
• Aflatoxin M1 0.5 microg/mL in Acetonitrile
• (6aR,9aR)-9a-hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione
• Rel-(6aR,9aR)-9a-hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione
• CCRIS 15
• UNII-I3020O28I3
• EINECS 229-865-4
• MFCD00871812
• 62 - Soft Cheese
• pyrimidine-5-carboxylate
• Epitope ID:922748
• AFLATOXIN M1 [MI]
• 60 - Milk (Freeze-dried)
• SCHEMBL29352137
• MSK7209
• Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxy-
• EX-A5477
• MSK7209-10A
• MSK7209-100A
• Aflatoxin M1 in Milk (shock frozen)
• Aflatoxin M1, from Aspergillus flavus
• AKOS040740684
• FA17236
• NS00000082
• C16756
• Whole milk powder - Aflatoxin M1 (high level)
• Whole milk powder - Aflatoxin M1 (zero level)
• Aflatoxin M1 solution in Acetonitrile, 10ug/mL
• Aflatoxin M1 solution in Acetonitrile, 100ug/mL
• Q26998369
• Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-[N-methyl-N-(methylsulfonyl)amino]
• (6aR,9aR)-2,3,6a,9a-Tetrahydro-9a-hydroxy-4-methoxy-cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione
• (6aR,9aR)-9a-Hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione
• (6aR,9aR)-9a-hydroxy-4-methoxy-2,3-dihydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11(6aH,9aH)-dione
• (6AR-cis)-2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione
• (7R)-3-Hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• CYCLOPENTA(C)FURO(3',2':4,5)FURO(2,3-H)(1)BENZOPYRAN-1,11-DIONE, 2,3,6A,9A-TETRAHYDRO-9A-HYDROXY-4-METHOXY-, (6AR,9AR)-
• Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione,2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxy-,(6ar,9ar)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	-	0.5127	51.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8659	86.59%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4555	45.55%
P-glycoprotein inhibitior	-	0.6375	63.75%
P-glycoprotein substrate	-	0.8264	82.64%
CYP3A4 substrate	+	0.6164	61.64%
CYP2C9 substrate	-	0.5849	58.49%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.5917	59.17%
CYP2C9 inhibition	-	0.7430	74.30%
CYP2C19 inhibition	-	0.7082	70.82%
CYP2D6 inhibition	-	0.7759	77.59%
CYP1A2 inhibition	-	0.7168	71.68%
CYP2C8 inhibition	+	0.4548	45.48%
CYP inhibitory promiscuity	-	0.8048	80.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6983	69.83%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.7440	74.40%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7806	78.06%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.7693	76.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6818	68.18%
Acute Oral Toxicity (c)	I	0.4553	45.53%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.6002	60.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7028	70.28%
Aromatase binding	+	0.5488	54.88%
PPAR gamma	+	0.9116	91.16%
Honey bee toxicity	-	0.7545	75.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.8533	85.33%

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	98.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.47%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.85%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.83%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.60%	99.23%
CHEMBL2535	P11166	Glucose transporter	90.56%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.55%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.80%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.79%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.07%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.23%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.81%	96.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.13%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.84%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.35%	91.19%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.26%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.95%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15558498
• LOTUS: LTS0004722
• wikiData: Q26998369