2-hydroxy-Alternariol

Details

• Internal ID: 1d352eef-673b-46d7-b9b8-c9ebf23f32c0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 6,7-dihydroxycoumarins
• IUPAC Name: 2,3,7,9-tetrahydroxy-1-methylbenzo[c]chromen-6-one
• SMILES (Canonical): CC1=C(C(=CC2=C1C3=C(C(=CC(=C3)O)O)C(=O)O2)O)O
• SMILES (Isomeric): CC1=C(C(=CC2=C1C3=C(C(=CC(=C3)O)O)C(=O)O2)O)O
• InChI: InChI=1S/C14H10O6/c1-5-11-7-2-6(15)3-8(16)12(7)14(19)20-10(11)4-9(17)13(5)18/h2-4,15-18H,1H3
• InChI Key: OLTIPSADRLSQMI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 1-Methyl-2,3,7,9-tetrahydroxy-6H-dibenzo[b,d]pyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8416	84.16%
Caco-2	-	0.5756	57.56%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5853	58.53%
OATP2B1 inhibitior	-	0.6688	66.88%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8663	86.63%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	+	0.6027	60.27%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.7286	72.86%
CYP2C9 inhibition	-	0.9698	96.98%
CYP2C19 inhibition	-	0.9774	97.74%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	+	0.7821	78.21%
CYP2C8 inhibition	-	0.7019	70.19%
CYP inhibitory promiscuity	-	0.7777	77.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6811	68.11%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.9288	92.88%
Skin irritation	+	0.5489	54.89%
Skin corrosion	-	0.8965	89.65%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7804	78.04%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5713	57.13%
skin sensitisation	-	0.7815	78.15%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8177	81.77%
Acute Oral Toxicity (c)	III	0.4548	45.48%
Estrogen receptor binding	+	0.8130	81.30%
Androgen receptor binding	+	0.7333	73.33%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.9039	90.39%
Aromatase binding	-	0.5773	57.73%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.9285	92.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	98.46%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.35%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.93%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.53%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.19%	93.65%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.51%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.36%	99.23%
CHEMBL3194	P02766	Transthyretin	87.86%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.17%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.79%	99.15%
CHEMBL2039	P27338	Monoamine oxidase B	83.62%	92.51%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.53%	90.71%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 60163211
• NPASS: NPC210758
• LOTUS: LTS0177576
• wikiData: Q75064150