Corniculatolide A

Details

• Internal ID: 5f9b3f36-2ca0-401a-8257-d56b23750ddf
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: 4-hydroxy-2,11-dioxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),15,18-hexaen-10-one
• SMILES (Canonical): C1CC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC(=O)OC1)O
• SMILES (Isomeric): C1CC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC(=O)OC1)O
• InChI: InChI=1S/C18H18O4/c19-16-9-5-14-6-10-18(20)21-11-1-2-13-3-7-15(8-4-13)22-17(16)12-14/h3-5,7-9,12,19H,1-2,6,10-11H2
• InChI Key: GTGFVTOGSQUFFF-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• dihydro-combretastatin D-2
• CHEMBL562363

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.6633	66.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8796	87.96%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9093	90.93%
P-glycoprotein inhibitior	-	0.7218	72.18%
P-glycoprotein substrate	-	0.9493	94.93%
CYP3A4 substrate	-	0.5565	55.65%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7988	79.88%
CYP3A4 inhibition	-	0.8664	86.64%
CYP2C9 inhibition	-	0.6913	69.13%
CYP2C19 inhibition	-	0.6701	67.01%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	+	0.5491	54.91%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8518	85.18%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9715	97.15%
Eye irritation	+	0.8934	89.34%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9842	98.42%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5521	55.21%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5782	57.82%
Acute Oral Toxicity (c)	III	0.7058	70.58%
Estrogen receptor binding	+	0.8652	86.52%
Androgen receptor binding	+	0.7248	72.48%
Thyroid receptor binding	+	0.6213	62.13%
Glucocorticoid receptor binding	+	0.5474	54.74%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.9398	93.98%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9352	93.52%

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	98.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.24%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.36%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	91.13%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.24%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.02%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.82%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%

Plants that contains it

• Aegiceras corniculatum

Cross-Links

• PubChem: 11770972
• NPASS: NPC241354
• LOTUS: LTS0076266
• wikiData: Q105018634