Guignardin D

Details

• Internal ID: 69ae74e2-ffaa-42c0-99b5-dc0429eb7942
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 3'-acetyloxy-5'-hydroxy-4'-oxospiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,1'-naphthalene]-2'-carboxylic acid
• SMILES (Canonical): CC(=O)OC1=C(C2(C3=C(C1=O)C(=CC=C3)O)OC4=CC=CC5=C4C(=CC=C5)O2)C(=O)O
• SMILES (Isomeric): CC(=O)OC1=C(C2(C3=C(C1=O)C(=CC=C3)O)OC4=CC=CC5=C4C(=CC=C5)O2)C(=O)O
• InChI: InChI=1S/C23H14O8/c1-11(24)29-21-19(22(27)28)23(13-7-4-8-14(25)18(13)20(21)26)30-15-9-2-5-12-6-3-10-16(31-23)17(12)15/h2-10,25H,1H3,(H,27,28)
• InChI Key: MMCGVLZZEAAYNN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₄O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.06886740 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9422	94.22%
Caco-2	-	0.7139	71.39%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8000	80.00%
P-glycoprotein inhibitior	+	0.5877	58.77%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	+	0.5447	54.47%
CYP2C9 substrate	+	0.5951	59.51%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.8198	81.98%
CYP2C9 inhibition	+	0.6867	68.67%
CYP2C19 inhibition	+	0.6661	66.61%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.7584	75.84%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5367	53.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4633	46.33%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.6537	65.37%
Skin irritation	-	0.6299	62.99%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	+	0.6430	64.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7561	75.61%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.7627	76.27%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.9003	90.03%
Acute Oral Toxicity (c)	III	0.5928	59.28%
Estrogen receptor binding	+	0.7288	72.88%
Androgen receptor binding	+	0.6279	62.79%
Thyroid receptor binding	-	0.6561	65.61%
Glucocorticoid receptor binding	+	0.6279	62.79%
Aromatase binding	-	0.6469	64.69%
PPAR gamma	+	0.6847	68.47%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9879	98.79%

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	98.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.00%	99.23%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.86%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.68%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.67%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.60%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101904188
• LOTUS: LTS0180891
• wikiData: Q77508347