Variolaric acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	af27301d-f817-4236-b174-d48f9b40aab9
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
IUPAC Name	5,18-dihydroxy-7-methyl-2,10,15-trioxatetracyclo[9.7.0.03,8.013,17]octadeca-1(11),3(8),4,6,12,17-hexaene-9,16-dione
SMILES (Canonical)	CC1=CC(=CC2=C1C(=O)OC3=C(O2)C(=C4C(=C3)COC4=O)O)O
SMILES (Isomeric)	CC1=CC(=CC2=C1C(=O)OC3=C(O2)C(=C4C(=C3)COC4=O)O)O
InChI	InChI=1S/C16H10O7/c1-6-2-8(17)4-9-11(6)16(20)23-10-3-7-5-21-15(19)12(7)13(18)14(10)22-9/h2-4,17-18H,5H2,1H3
InChI Key	LPUOVEFMUOQBFV-UHFFFAOYSA-N
Popularity	2 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₆H₁₀O₇
Molecular Weight	314.25 g/mol
Exact Mass	314.04265265 g/mol
Topological Polar Surface Area (TPSA)	102.00 Å²
XlogP	2.60
Atomic LogP (AlogP)	2.40
H-Bond Acceptor	7
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

Top

CHEMBL220486

CHEBI:144244

490-34-6

5,18-dihydroxy-7-methyl-2,10,15-trioxatetracyclo[9.7.0.03,8.013,17]octadeca-1(11),3(8),4,6,12,17-hexaene-9,16-dione

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	-	0.5381	53.81%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8023	80.23%
OATP2B1 inhibitior	-	0.7061	70.61%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.8552	85.52%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7151	71.51%
P-glycoprotein inhibitior	-	0.9105	91.05%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	+	0.5106	51.06%
CYP2C9 substrate	-	0.5744	57.44%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	+	0.8254	82.54%
CYP2C19 inhibition	-	0.5100	51.00%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	-	0.5972	59.72%
CYP2C8 inhibition	-	0.7239	72.39%
CYP inhibitory promiscuity	-	0.6905	69.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.5024	50.24%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.9262	92.62%
Skin irritation	-	0.6835	68.35%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6627	66.27%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8094	80.94%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6258	62.58%
Acute Oral Toxicity (c)	II	0.4469	44.69%
Estrogen receptor binding	+	0.8238	82.38%
Androgen receptor binding	+	0.6680	66.80%
Thyroid receptor binding	-	0.7359	73.59%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.6268	62.68%
PPAR gamma	+	0.6800	68.00%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9689	96.89%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.72%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.30%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.14%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.35%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.76%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.69%	83.57%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.82%	98.21%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.71%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.93%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.65%	94.80%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.