Dioscorealide B

Details

• Internal ID: 55d7922e-4eda-44f8-b7e0-ba551072f742
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (6S)-6-hydroxy-5,10-dimethoxy-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/C16H12O6/c1-19-8-5-7-3-4-9-12-11(7)10(6-8)21-16(18)14(20-2)13(12)22-15(9)17/h3-6,16,18H,1-2H3/t16-/m0/s1
• InChI Key: SLLNICLXDLPKRQ-INIZCTEOSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (6S)-6-Hydroxy-5,10-dimethoxy-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	+	0.9945	99.45%
Caco-2	+	0.7669	76.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7196	71.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5974	59.74%
P-glycoprotein inhibitior	-	0.6532	65.32%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	+	0.5410	54.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8080	80.80%
CYP3A4 inhibition	+	0.6804	68.04%
CYP2C9 inhibition	-	0.6574	65.74%
CYP2C19 inhibition	+	0.8397	83.97%
CYP2D6 inhibition	-	0.6439	64.39%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.4749	47.49%
CYP inhibitory promiscuity	+	0.8063	80.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6604	66.04%
Eye corrosion	-	0.9802	98.02%
Eye irritation	+	0.6179	61.79%
Skin irritation	-	0.6822	68.22%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6409	64.09%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6974	69.74%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4504	45.04%
Acute Oral Toxicity (c)	II	0.5997	59.97%
Estrogen receptor binding	+	0.7822	78.22%
Androgen receptor binding	+	0.5488	54.88%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.7377	73.77%
Aromatase binding	+	0.6420	64.20%
PPAR gamma	-	0.5586	55.86%
Honey bee toxicity	-	0.8973	89.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	94.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.90%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.86%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.61%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.59%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.99%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.31%	92.62%
CHEMBL2535	P11166	Glucose transporter	81.08%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	80.21%	93.31%

Plants that contains it

• Dioscorea membranacea

Cross-Links

• PubChem: 11044777
• LOTUS: LTS0057593
• wikiData: Q105255410