(1R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid

Details

• Internal ID: 07e6c776-669e-4169-8f3b-efdca5df60b7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid
• SMILES (Canonical): C1C2C(O2)C(C=C1C(=O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@@H](O2)C(C=C1C(=O)O)O
• InChI: InChI=1S/C7H8O4/c8-4-1-3(7(9)10)2-5-6(4)11-5/h1,4-6,8H,2H2,(H,9,10)/t4?,5-,6+/m1/s1
• InChI Key: FDFYOUAXVFBEGC-UVCATTPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.14 g/mol
• Exact Mass: 156.04225873 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• AC-20220

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9314	93.14%
Caco-2	-	0.8306	83.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6332	63.32%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9825	98.25%
P-glycoprotein inhibitior	-	0.9817	98.17%
P-glycoprotein substrate	-	0.9826	98.26%
CYP3A4 substrate	-	0.6923	69.23%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.9317	93.17%
CYP2C9 inhibition	-	0.9053	90.53%
CYP2C19 inhibition	-	0.7790	77.90%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9058	90.58%
CYP2C8 inhibition	-	0.9648	96.48%
CYP inhibitory promiscuity	-	0.9377	93.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9434	94.34%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9201	92.01%
Eye irritation	+	0.8332	83.32%
Skin irritation	-	0.5195	51.95%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8029	80.29%
Micronuclear	+	0.5718	57.18%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6817	68.17%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.3241	32.41%
Estrogen receptor binding	-	0.8437	84.37%
Androgen receptor binding	-	0.8080	80.80%
Thyroid receptor binding	-	0.7492	74.92%
Glucocorticoid receptor binding	-	0.7828	78.28%
Aromatase binding	-	0.9245	92.45%
PPAR gamma	-	0.7626	76.26%
Honey bee toxicity	-	0.8906	89.06%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7217	72.17%
Fish aquatic toxicity	-	0.4119	41.19%

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	90.77%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.71%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.79%	95.56%
CHEMBL1881	P43116	Prostanoid EP2 receptor	80.04%	93.00%

Plants that contains it

• Angelica pubescens

Cross-Links

• PubChem: 45358121
• NPASS: NPC206739