Papyracon D

Details

• Internal ID: d1830a66-65e1-4db4-ab13-f40e63509506
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1aR,3aS,7S,7aS)-3a,7-dihydroxy-2,2-dimethyl-5-(2-oxopropyl)-1a,7-dihydro-1H-cyclopropa[c][1]benzofuran-4-one
• InChI: InChI=1S/C14H18O5/c1-7(15)4-8-5-10(16)13-6-9(13)12(2,3)19-14(13,18)11(8)17/h5,9-10,16,18H,4,6H2,1-3H3/t9-,10-,13-,14+/m0/s1
• InChI Key: ILUWWIMJTKGGNJ-TXFQPVFDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (1Ar,3aS,7S,7aS)-3a,7-dihydroxy-2,2-dimethyl-5-(2-oxopropyl)-1a,7-dihydro-1H-cyclopropa[c][1]benzofuran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9561	95.61%
Caco-2	-	0.6106	61.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6609	66.09%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9393	93.93%
P-glycoprotein inhibitior	-	0.8959	89.59%
P-glycoprotein substrate	-	0.8432	84.32%
CYP3A4 substrate	+	0.5883	58.83%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.7507	75.07%
CYP2C9 inhibition	-	0.7965	79.65%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.8465	84.65%
CYP2C8 inhibition	-	0.9103	91.03%
CYP inhibitory promiscuity	-	0.6298	62.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5069	50.69%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.6800	68.00%
Skin irritation	-	0.5787	57.87%
Skin corrosion	-	0.8882	88.82%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6716	67.16%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7398	73.98%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5304	53.04%
Acute Oral Toxicity (c)	I	0.4131	41.31%
Estrogen receptor binding	+	0.7317	73.17%
Androgen receptor binding	-	0.5142	51.42%
Thyroid receptor binding	+	0.5394	53.94%
Glucocorticoid receptor binding	-	0.5232	52.32%
Aromatase binding	-	0.5284	52.84%
PPAR gamma	+	0.6218	62.18%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	96.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.17%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.40%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.26%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25079827
• LOTUS: LTS0139534
• wikiData: Q75067664