(2S,4S)-globoscinic acid

Details

• Internal ID: 4578073e-c977-4d3f-a829-eaaae769f131
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2S,4S)-4-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-4-hydroxy-2-methoxybutanoic acid
• InChI: InChI=1S/C14H18O7/c1-6-4-8(7(2)15)13(18)11(12(6)17)9(16)5-10(21-3)14(19)20/h4,9-10,16-18H,5H2,1-3H3,(H,19,20)/t9-,10-/m0/s1
• InChI Key: WTTHPSZUSQNYFG-UWVGGRQHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.10525291 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8888	88.88%
Caco-2	-	0.5574	55.74%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6189	61.89%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7656	76.56%
P-glycoprotein inhibitior	-	0.9330	93.30%
P-glycoprotein substrate	-	0.8332	83.32%
CYP3A4 substrate	-	0.5420	54.20%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.9400	94.00%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.8118	81.18%
CYP1A2 inhibition	-	0.8667	86.67%
CYP2C8 inhibition	-	0.6768	67.68%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8232	82.32%
Carcinogenicity (trinary)	Non-required	0.7700	77.00%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.6664	66.64%
Skin irritation	-	0.6988	69.88%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4628	46.28%
Micronuclear	-	0.5623	56.23%
Hepatotoxicity	-	0.5281	52.81%
skin sensitisation	-	0.8306	83.06%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8299	82.99%
Acute Oral Toxicity (c)	III	0.5705	57.05%
Estrogen receptor binding	+	0.5455	54.55%
Androgen receptor binding	-	0.5317	53.17%
Thyroid receptor binding	-	0.5674	56.74%
Glucocorticoid receptor binding	-	0.5406	54.06%
Aromatase binding	-	0.8498	84.98%
PPAR gamma	-	0.6420	64.20%
Honey bee toxicity	-	0.9090	90.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	+	0.9028	90.28%

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	96.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.56%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.43%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.06%	97.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.14%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.49%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.07%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.85%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%

Plants that contains it

• Thomsonaria globosa

Cross-Links

• PubChem: 10086029
• LOTUS: LTS0109609
• wikiData: Q105312788