3'-Deoxydryopteric acid

Details

• Internal ID: 707fd4f3-52c9-407f-88ca-7dcc84b14339
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: 2-[(2R,3R,4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]acetic acid
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(C3=C(C=C(C=C3O2)O)O)CC(=O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@@H]([C@H](C3=C(C=C(C=C3O2)O)O)CC(=O)O)O)O
• InChI: InChI=1S/C17H16O7/c18-9-3-1-8(2-4-9)17-16(23)11(7-14(21)22)15-12(20)5-10(19)6-13(15)24-17/h1-6,11,16-20,23H,7H2,(H,21,22)/t11-,16+,17+/m0/s1
• InChI Key: FCSOHSUDNFXNPU-YMRXKLBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• CHEMBL3219365
• CHEBI:187235
• LMPK12020034
• 2-[(2R,3R,4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8232	82.32%
Caco-2	-	0.9355	93.55%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5256	52.56%
OATP2B1 inhibitior	-	0.7097	70.97%
OATP1B1 inhibitior	+	0.7793	77.93%
OATP1B3 inhibitior	-	0.6048	60.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7829	78.29%
P-glycoprotein inhibitior	-	0.9058	90.58%
P-glycoprotein substrate	-	0.9057	90.57%
CYP3A4 substrate	-	0.5221	52.21%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.6834	68.34%
CYP3A4 inhibition	-	0.7863	78.63%
CYP2C9 inhibition	-	0.7476	74.76%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.9473	94.73%
CYP2C8 inhibition	+	0.5257	52.57%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9937	99.37%
Eye irritation	+	0.7057	70.57%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5891	58.91%
Micronuclear	+	0.8218	82.18%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7364	73.64%
Acute Oral Toxicity (c)	I	0.3277	32.77%
Estrogen receptor binding	-	0.6208	62.08%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.5935	59.35%
Aromatase binding	-	0.5510	55.10%
PPAR gamma	+	0.6418	64.18%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8578	85.78%

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	97.46%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.97%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.65%	99.17%
CHEMBL3194	P02766	Transthyretin	87.53%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.80%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.90%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.45%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.33%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.77%	99.23%

Plants that contains it

• Selliguea feei

Cross-Links

• PubChem: 10088118
• LOTUS: LTS0032700
• wikiData: Q76415091