Justicidin D

Details

• Internal ID: ccd13f4c-0b90-4560-a54a-19d0f54fdb7a
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-5-methoxy-8H-[2]benzofuro[6,5-f][1,3]benzodioxol-6-one
• SMILES (Canonical): COC1=C2C(=C(C3=CC4=C(C=C31)OCO4)C5=CC6=C(C=C5)OCO6)COC2=O
• SMILES (Isomeric): COC1=C2C(=C(C3=CC4=C(C=C31)OCO4)C5=CC6=C(C=C5)OCO6)COC2=O
• InChI: InChI=1S/C21H14O7/c1-23-20-12-6-17-16(27-9-28-17)5-11(12)18(13-7-24-21(22)19(13)20)10-2-3-14-15(4-10)26-8-25-14/h2-6H,7-9H2,1H3
• InChI Key: WOELDRZIQLRDQB-UHFFFAOYSA-N
• Popularity: 39 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₄O₇
• Molecular Weight: 378.30 g/mol
• Exact Mass: 378.07395278 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Neojusticin
• Justicidine D
• NEOJUSTICIN A
• Lignan J1
• 27041-98-1
• UNII-64H3QN80N2
• 64H3QN80N2
• LIGNAN J1(P)
• Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(8H)-one, 9-(1,3-benzodioxol-5-yl)-5-methoxy-
• Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(8H)-one, 5-methoxy-9-(3,4-(methylenedioxy)phenyl)-
• 9-(benzo[d][1,3]dioxol-5-yl)-5-methoxyfuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
• CHEMBL455369
• SCHEMBL15624855
• DTXSID60181521
• AKOS040746942
• 9-(1,3-benzodioxol-5-yl)-5-methoxy-8H-[2]benzofuro[6,5-f][1,3]benzodioxol-6-one
• Q27263757

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7690	76.90%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9792	97.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9178	91.78%
P-glycoprotein inhibitior	+	0.7111	71.11%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	+	0.9024	90.24%
CYP2C9 inhibition	+	0.9666	96.66%
CYP2C19 inhibition	+	0.9710	97.10%
CYP2D6 inhibition	+	0.7646	76.46%
CYP1A2 inhibition	+	0.6159	61.59%
CYP2C8 inhibition	-	0.6919	69.19%
CYP inhibitory promiscuity	+	0.9398	93.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Warning	0.4633	46.33%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.6153	61.53%
Skin irritation	-	0.7545	75.45%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6728	67.28%
Micronuclear	+	0.8174	81.74%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6423	64.23%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5465	54.65%
Acute Oral Toxicity (c)	III	0.7666	76.66%
Estrogen receptor binding	+	0.9057	90.57%
Androgen receptor binding	+	0.6915	69.15%
Thyroid receptor binding	+	0.6139	61.39%
Glucocorticoid receptor binding	+	0.9186	91.86%
Aromatase binding	+	0.5570	55.70%
PPAR gamma	+	0.6668	66.68%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9358	93.58%

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	98.37%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.47%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.13%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.32%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	92.01%	93.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.64%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.63%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.07%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.38%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.78%	93.40%
CHEMBL2535	P11166	Glucose transporter	86.39%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	85.01%	93.24%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	84.60%	85.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.09%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.56%	95.53%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

• Euphorbia franckiana
• Geranium nepalense
• Grindelia ciliata
• Hertia intermedia
• Justicia procumbens
• Kippistia suaedifolia
• Pelargonium reniforme
• Platycladus orientalis
• Polygala amarella
• Schisandra sphenanthera
• Swertia angustifolia
• Thujopsis dolabrata

Cross-Links

• PubChem: 5318737
• NPASS: NPC15212
• ChEMBL: CHEMBL455369
• LOTUS: LTS0210862
• wikiData: Q105369971