Dioscorealide A

Details

• Internal ID: ed011f88-7037-4a24-9152-e9418f84d0b9
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (6S)-5,6,10-trimethoxy-3,7-dioxatetracyclo[6.6.2.04,15.012,16]hexadeca-1(15),4,8(16),9,11,13-hexaen-2-one
• InChI: InChI=1S/C17H14O6/c1-19-9-6-8-4-5-10-13-12(8)11(7-9)22-17(21-3)15(20-2)14(13)23-16(10)18/h4-7,17H,1-3H3/t17-/m0/s1
• InChI Key: FBIOTKKGJNFUMI-KRWDZBQOSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• (6S)-5,6,10-Trimethoxy-3,7-dioxatetracyclo[6.6.2.04,15.012,16]hexadeca-1(15),4,8(16),9,11,13-hexaen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8455	84.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6544	65.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4816	48.16%
P-glycoprotein inhibitior	-	0.5175	51.75%
P-glycoprotein substrate	-	0.8418	84.18%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	+	0.7785	77.85%
CYP2C9 inhibition	-	0.8436	84.36%
CYP2C19 inhibition	+	0.8601	86.01%
CYP2D6 inhibition	-	0.8059	80.59%
CYP1A2 inhibition	+	0.6573	65.73%
CYP2C8 inhibition	+	0.5374	53.74%
CYP inhibitory promiscuity	+	0.9001	90.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6265	62.65%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.5918	59.18%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4402	44.02%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7192	71.92%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5192	51.92%
Acute Oral Toxicity (c)	II	0.5356	53.56%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.6456	64.56%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.7123	71.23%
Aromatase binding	+	0.6089	60.89%
PPAR gamma	+	0.6008	60.08%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.95%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.66%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.55%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.94%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.33%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.72%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	87.18%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.23%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.07%	90.00%

Plants that contains it

• Dioscorea membranacea

Cross-Links

• PubChem: 11045244
• LOTUS: LTS0129206
• wikiData: Q104992679