Beta-Zearalenol

Details

• Internal ID: f4a30cb8-1d85-4ea3-babf-cf40446ad063
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (4S,8S,12E)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraen-2-one
• InChI: InChI=1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14-/m0/s1
• InChI Key: FPQFYIAXQDXNOR-PMRAARRBSA-N
• Popularity: 435 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 71030-11-0
• .beta.-Zearalenol
• CHEMBL372840
• CHEBI:35072
• 35E809PP7O
• beta-Zearalenol 10 microg/mL in Acetonitrile
• beta zearalenol
• Zearalenol, beta-
• (3s,7s,11e)-7,14,16-Trihydroxy-3-Methyl-3,4,5,6,7,8,9,10-Octahydro-1h-2-Benzoxacyclotetradecin-1-One
• SMR000060067
• UNII-35E809PP7O
• beta -Zearalenol
• ZHB
• MLS000055555
• MLS001174899
• BIDD:ER0197
• SCHEMBL342587
• SCHEMBL342992
• cid_107645
• .BETA.-TRANS-ZEARALENOL
• DTXSID8022533
• (-)-.BETA.-ZEARALENOL
• 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-, (3S,7S,11E)-
• HY-N6741
• BDBM50240982
• AKOS040740724
• 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-, (3S-(3R*,7R*,11E))-
• BZ162711
• CS-0066701
• beta-Zearalenol 100 microg/mL in Acetonitrile
• Q27116400
• (2E,7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),2,14,16-tetraen-13-one
• (3R,7R,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one
• (3S,7S,E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-benzo[c][1]oxacyclotetradecin-1-one
• (4S,8S,12E)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraen-2-one
• (E)-(7S,11S)-2,4,11-Trihydroxy-7-methyl-7,8,9,10,11,12,13,14-octahydro-6-oxa-benzocyclotetradecen-5-one
• 1H-2-BENZOXACYCLOTETRADECIN-1-ONE, 3,4,5,6,7,8,9,10-OCTAHYDRO-7,14,16-TRIHYDROXY-3-METHYL-, (3R,7R,11E)-
• 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-, (3S,7S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.5994	59.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6120	61.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9321	93.21%
BSEP inhibitior	-	0.7397	73.97%
P-glycoprotein inhibitior	-	0.8498	84.98%
P-glycoprotein substrate	-	0.8412	84.12%
CYP3A4 substrate	+	0.5708	57.08%
CYP2C9 substrate	+	0.6044	60.44%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	+	0.7682	76.82%
CYP2C9 inhibition	-	0.8937	89.37%
CYP2C19 inhibition	-	0.7246	72.46%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.7660	76.60%
CYP2C8 inhibition	-	0.7507	75.07%
CYP inhibitory promiscuity	-	0.8975	89.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9211	92.11%
Carcinogenicity (trinary)	Non-required	0.6604	66.04%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.8201	82.01%
Skin irritation	-	0.5542	55.42%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4039	40.39%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6972	69.72%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9032	90.32%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.3986	39.86%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	+	0.8131	81.31%
Thyroid receptor binding	-	0.5364	53.64%
Glucocorticoid receptor binding	+	0.7395	73.95%
Aromatase binding	+	0.6177	61.77%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.9226	92.26%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	97.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.00%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.10%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.88%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.28%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.92%	99.23%
CHEMBL4208	P20618	Proteasome component C5	87.74%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.75%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.38%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.72%	93.40%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.71%	96.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.40%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.70%	92.94%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.82%	91.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.74%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6437352
• LOTUS: LTS0107167
• wikiData: Q27116400