(-)-Pipoxide

Details

• Internal ID: 1da130f0-ffa5-4258-ac9b-1b3b25fa7a71
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,3S)-3-benzoyloxy-2-hydroxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl]methyl benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC23C(O2)C=CC(C3O)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OC[C@@]23C(O2)C=C[C@@H](C3O)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C21H18O6/c22-18-16(26-20(24)15-9-5-2-6-10-15)11-12-17-21(18,27-17)13-25-19(23)14-7-3-1-4-8-14/h1-12,16-18,22H,13H2/t16-,17?,18?,21-/m0/s1
• InChI Key: BHNSEWKVMCNSGO-RJPLPAITSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• NSC636669
• NSC-636669

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9488	94.88%
Caco-2	-	0.7210	72.10%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7584	75.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5649	56.49%
P-glycoprotein inhibitior	-	0.6064	60.64%
P-glycoprotein substrate	-	0.8929	89.29%
CYP3A4 substrate	+	0.5204	52.04%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.8346	83.46%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9173	91.73%
CYP2C8 inhibition	+	0.5610	56.10%
CYP inhibitory promiscuity	-	0.8989	89.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5669	56.69%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7655	76.55%
Skin irritation	-	0.7317	73.17%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7251	72.51%
Micronuclear	+	0.5777	57.77%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6635	66.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6404	64.04%
Acute Oral Toxicity (c)	III	0.5007	50.07%
Estrogen receptor binding	+	0.7646	76.46%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5477	54.77%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	+	0.5622	56.22%
PPAR gamma	+	0.5964	59.64%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9652	96.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.80%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.99%	94.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.96%	83.00%
CHEMBL2581	P07339	Cathepsin D	84.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.18%	95.56%
CHEMBL5028	O14672	ADAM10	83.15%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.76%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.82%	94.08%

Plants that contains it

• Kaempferia angustifolia
• Uvaria dependens
• Uvaria pandensis

Cross-Links

• PubChem: 11969921
• LOTUS: LTS0110979
• wikiData: Q104394299