Arthropsolide A

Details

• Internal ID: ed787f05-07ac-4218-8267-2d24df9af95f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,5R,6S,10S)-4,6-dihydroxy-3-methylidene-10-[(E)-prop-1-enyl]-2-oxaspiro[4.5]dec-8-ene-1,7-dione
• InChI: InChI=1S/C13H14O5/c1-3-4-8-5-6-9(14)11(16)13(8)10(15)7(2)18-12(13)17/h3-6,8,10-11,15-16H,2H2,1H3/b4-3+/t8-,10+,11+,13+/m0/s1
• InChI Key: ROOGVCKSAVTPSZ-KMSURZFUSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (4S,5R,6S,10S)-4,6-dihydroxy-3-methylidene-10-[(E)-prop-1-enyl]-2-oxaspiro[4.5]dec-8-ene-1,7-dione
• (4S,5R,6S,10S)-4,6-Dihydroxy-3-methylidene-10-((e)-prop-1-enyl)-2-oxaspiro(4.5)dec-8-ene-1,7-dione
• RefChem:114327
• (4S,5R)-4beta,10beta-Dihydroxy-3-methylene-6beta-[(E)-1-propenyl]-2-oxaspiro[4.5]dec-7-ene-1,9-dione
• NSC661230
• CHEMBL1982276
• CHEBI:200990
• NSC-661230

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8868	88.68%
Caco-2	-	0.6842	68.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6363	63.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9267	92.67%
P-glycoprotein inhibitior	-	0.9365	93.65%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	+	0.5153	51.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.9036	90.36%
CYP2C9 inhibition	-	0.9289	92.89%
CYP2C19 inhibition	-	0.9233	92.33%
CYP2D6 inhibition	-	0.9677	96.77%
CYP1A2 inhibition	-	0.8986	89.86%
CYP2C8 inhibition	-	0.8964	89.64%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4871	48.71%
Eye corrosion	-	0.9348	93.48%
Eye irritation	+	0.5528	55.28%
Skin irritation	+	0.5510	55.10%
Skin corrosion	-	0.7686	76.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8940	89.40%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6721	67.21%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8039	80.39%
Acute Oral Toxicity (c)	III	0.5444	54.44%
Estrogen receptor binding	-	0.5733	57.33%
Androgen receptor binding	-	0.5647	56.47%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	-	0.5691	56.91%
Aromatase binding	-	0.7011	70.11%
PPAR gamma	-	0.4832	48.32%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9214	92.14%

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	91.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.10%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	85.73%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.01%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.49%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5467970
• LOTUS: LTS0165619
• wikiData: Q77280852