Islandic acid I

Details

• Internal ID: 4d5a7ee4-0a56-451c-916e-9a2f3607fd4e
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: (E)-3-[5-[[(2E,4E)-hexa-2,4-dienoyl]oxymethyl]-3-(hydroxymethyl)-4-methoxy-6-oxopyran-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C17H18O8/c1-3-4-5-6-15(21)24-10-12-16(23-2)11(9-18)13(25-17(12)22)7-8-14(19)20/h3-8,18H,9-10H2,1-2H3,(H,19,20)/b4-3+,6-5+,8-7+
• InChI Key: OUBRQRPPZKZTIX-ARQDATDDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₈
• Molecular Weight: 350.30 g/mol
• Exact Mass: 350.10016753 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• (E)-3-[5-[[(2E,4E)-Hexa-2,4-dienoyl]oxymethyl]-3-(hydroxymethyl)-4-methoxy-6-oxopyran-2-yl]prop-2-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8497	84.97%
Caco-2	-	0.5474	54.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8677	86.77%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8387	83.87%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7410	74.10%
P-glycoprotein inhibitior	-	0.7277	72.77%
P-glycoprotein substrate	-	0.8130	81.30%
CYP3A4 substrate	+	0.5541	55.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.7683	76.83%
CYP2C19 inhibition	-	0.5657	56.57%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.7807	78.07%
CYP2C8 inhibition	-	0.5732	57.32%
CYP inhibitory promiscuity	-	0.7287	72.87%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8281	82.81%
Carcinogenicity (trinary)	Non-required	0.7740	77.40%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.8722	87.22%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7624	76.24%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7162	71.62%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5419	54.19%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7604	76.04%
Acute Oral Toxicity (c)	III	0.6979	69.79%
Estrogen receptor binding	+	0.7942	79.42%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	-	0.5656	56.56%
Glucocorticoid receptor binding	+	0.7622	76.22%
Aromatase binding	+	0.5591	55.91%
PPAR gamma	+	0.6787	67.87%
Honey bee toxicity	-	0.8807	88.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8905	89.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.31%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.30%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.10%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.03%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	87.64%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.97%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.62%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	80.90%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.71%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13175188
• LOTUS: LTS0240618
• wikiData: Q104397478