2-Hydroxyvirensic acid

Details

• Internal ID: f73c685d-3c5d-410b-8598-64c1542ad8dd
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 10-formyl-3,8,9-trihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid
• SMILES (Canonical): CC1=C2C(=C(C(=C1O)O)C=O)OC3=C(C(=C(C(=C3C)C(=O)O)O)C)OC2=O
• SMILES (Isomeric): CC1=C2C(=C(C(=C1O)O)C=O)OC3=C(C(=C(C(=C3C)C(=O)O)O)C)OC2=O
• InChI: InChI=1S/C18H14O9/c1-5-10-16(8(4-19)13(22)12(5)21)26-14-6(2)9(17(23)24)11(20)7(3)15(14)27-18(10)25/h4,20-22H,1-3H3,(H,23,24)
• InChI Key: FASOQYQRFUSKHV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₉
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.06378202 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 10-formyl-3,8,9-trihydroxy-1,4,7-trimethyl-6-oxobenzo(b)(1,4)benzodioxepine-2-carboxylic acid
• 10-formyl-3,8,9-trihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid
• RefChem:87625
• CHEBI:226391
• 10-ormyl-3,8,9-trihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7996	79.96%
Caco-2	-	0.5714	57.14%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5476	54.76%
OATP2B1 inhibitior	-	0.7031	70.31%
OATP1B1 inhibitior	-	0.5080	50.80%
OATP1B3 inhibitior	-	0.2637	26.37%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7729	77.29%
P-glycoprotein inhibitior	-	0.8693	86.93%
P-glycoprotein substrate	-	0.9246	92.46%
CYP3A4 substrate	-	0.5301	53.01%
CYP2C9 substrate	+	0.5736	57.36%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.8609	86.09%
CYP2C9 inhibition	-	0.9393	93.93%
CYP2C19 inhibition	-	0.9570	95.70%
CYP2D6 inhibition	-	0.9584	95.84%
CYP1A2 inhibition	-	0.8295	82.95%
CYP2C8 inhibition	-	0.6539	65.39%
CYP inhibitory promiscuity	-	0.9255	92.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.6774	67.74%
Skin irritation	-	0.6514	65.14%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5875	58.75%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8281	82.81%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7163	71.63%
Acute Oral Toxicity (c)	III	0.4037	40.37%
Estrogen receptor binding	+	0.7953	79.53%
Androgen receptor binding	+	0.5371	53.71%
Thyroid receptor binding	-	0.7543	75.43%
Glucocorticoid receptor binding	-	0.4923	49.23%
Aromatase binding	-	0.5494	54.94%
PPAR gamma	-	0.4870	48.70%
Honey bee toxicity	-	0.9420	94.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9812	98.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.05%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.50%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	91.79%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.77%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.69%	94.42%
CHEMBL4040	P28482	MAP kinase ERK2	82.50%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.31%	93.56%

Plants that contains it

• Ajuga decumbens

Cross-Links

• PubChem: 101045806
• NPASS: NPC177104
• LOTUS: LTS0093548
• wikiData: Q103818846