Fukiic 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

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Internal ID	44b29657-9e1e-4197-a8e2-7af242d5031f
Taxonomy	Phenylpropanoids and polyketides > Phenylpropanoic acids
IUPAC Name	(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2,3-dihydroxybutanedioic acid
SMILES (Canonical)	C1=CC(=C(C=C1CC(C(C(=O)O)O)(C(=O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1C[C@@]([C@@H](C(=O)O)O)(C(=O)O)O)O)O
InChI	InChI=1S/C11H12O8/c12-6-2-1-5(3-7(6)13)4-11(19,10(17)18)8(14)9(15)16/h1-3,8,12-14,19H,4H2,(H,15,16)(H,17,18)/t8-,11-/m1/s1
InChI Key	PHFSBARLASYIFM-LDYMZIIASA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₁H₁₂O₈
Molecular Weight	272.21 g/mol
Exact Mass	272.05321734 g/mol
Topological Polar Surface Area (TPSA)	156.00 Å²
XlogP	-0.80
Atomic LogP (AlogP)	-1.10
H-Bond Acceptor	6
H-Bond Donor	6
Rotatable Bonds	5

Synonyms

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35388-56-8

UNII-97F6DHV594

97F6DHV594

Butanedioic acid, 2-((3,4-dihydroxyphenyl)methyl)-2,3-dihydroxy-, (2R,3S)-

(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2,3-dihydroxybutanedioic acid

BUTANEDIOIC ACID, 2-((3,4-DIHYDROXYPHENYL)METHYL)-2,3-DIHYDROXY-, (S-(R*,S*))-

3,4-dihydroxybenzyltartaric acid

racemic Fukiic acid

DTXSID90956805

CHEBI:166659

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6795	67.95%
Caco-2	-	0.9461	94.61%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.9583	95.83%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8914	89.14%
P-glycoprotein inhibitior	-	0.9884	98.84%
P-glycoprotein substrate	-	0.9572	95.72%
CYP3A4 substrate	-	0.6579	65.79%
CYP2C9 substrate	+	0.6043	60.43%
CYP2D6 substrate	-	0.8235	82.35%
CYP3A4 inhibition	-	0.8660	86.60%
CYP2C9 inhibition	-	0.9729	97.29%
CYP2C19 inhibition	-	0.9762	97.62%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.9713	97.13%
CYP2C8 inhibition	-	0.9388	93.88%
CYP inhibitory promiscuity	-	0.9898	98.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8232	82.32%
Carcinogenicity (trinary)	Non-required	0.6897	68.97%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.6346	63.46%
Skin irritation	+	0.5545	55.45%
Skin corrosion	-	0.8130	81.30%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7786	77.86%
Micronuclear	+	0.6835	68.35%
Hepatotoxicity	-	0.6361	63.61%
skin sensitisation	+	0.5670	56.70%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9129	91.29%
Acute Oral Toxicity (c)	III	0.7880	78.80%
Estrogen receptor binding	-	0.7239	72.39%
Androgen receptor binding	+	0.6954	69.54%
Thyroid receptor binding	-	0.5326	53.26%
Glucocorticoid receptor binding	+	0.5436	54.36%
Aromatase binding	-	0.7131	71.31%
PPAR gamma	+	0.6822	68.22%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8640	86.40%

Targets

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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	96.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.06%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.71%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.51%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.22%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.75%	95.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.96%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.22%	92.29%
CHEMBL4208	P20618	Proteasome component C5	81.89%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.12%	86.33%

Plants that contains it

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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.