[(4S,5R,6S)-5,6-Dihydroxy-5,6-dihydro-4H-cyclopenta[c]furan-4-yl]acetic acid

Details

• Internal ID: a006c581-da91-4a4a-ad9e-b2e68b447465
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 2-[(4S,5R,6S)-4,5-dihydroxy-5,6-dihydro-4H-cyclopenta[c]furan-6-yl]acetic acid
• InChI: InChI=1S/C9H10O5/c10-7(11)1-4-5-2-14-3-6(5)9(13)8(4)12/h2-4,8-9,12-13H,1H2,(H,10,11)/t4-,8+,9-/m0/s1
• InChI Key: DTHUVZQMVMVXNB-LVSIQRNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.17 g/mol
• Exact Mass: 198.05282342 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 2-((4S,5R,6S)-5,6-Dihydroxy-5,6-dihydro-4H-cyclopenta[c]furan-4-yl)acetic acid
• DTXSID50667748
• [(4S,5R,6S)-5,6-Dihydroxy-5,6-dihydro-4H-cyclopenta[c]furan-4-yl]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9054	90.54%
Caco-2	-	0.9039	90.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5954	59.54%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9712	97.12%
P-glycoprotein inhibitior	-	0.9863	98.63%
P-glycoprotein substrate	-	0.9689	96.89%
CYP3A4 substrate	-	0.6708	67.08%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.7745	77.45%
CYP3A4 inhibition	-	0.9548	95.48%
CYP2C9 inhibition	-	0.9487	94.87%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.8309	83.09%
CYP2C8 inhibition	-	0.9268	92.68%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5446	54.46%
Eye corrosion	-	0.9633	96.33%
Eye irritation	-	0.5080	50.80%
Skin irritation	-	0.6019	60.19%
Skin corrosion	-	0.8704	87.04%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8538	85.38%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5929	59.29%
skin sensitisation	-	0.7511	75.11%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8175	81.75%
Acute Oral Toxicity (c)	IV	0.4030	40.30%
Estrogen receptor binding	-	0.9298	92.98%
Androgen receptor binding	-	0.5943	59.43%
Thyroid receptor binding	-	0.7388	73.88%
Glucocorticoid receptor binding	-	0.6113	61.13%
Aromatase binding	-	0.8443	84.43%
PPAR gamma	-	0.6372	63.72%
Honey bee toxicity	-	0.9519	95.19%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.4059	40.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.15%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.39%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.98%	85.14%
CHEMBL1881	P43116	Prostanoid EP2 receptor	80.99%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.02%	95.56%

Plants that contains it

• Neopicrorhiza scrophulariiflora

Cross-Links

• PubChem: 45098905
• NPASS: NPC110954