Excavacoumarin D

Details

• Internal ID: f28395f9-d489-4184-a63e-89e1c1de4fe8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(2R)-2-hydroxy-3-[(4-methyl-5-oxo-2H-furan-2-yl)methyl]but-3-enoxy]chromen-2-one
• SMILES (Canonical): CC1=CC(OC1=O)CC(=C)C(COC2=CC3=C(C=C2)C=CC(=O)O3)O
• SMILES (Isomeric): CC1=CC(OC1=O)CC(=C)[C@H](COC2=CC3=C(C=C2)C=CC(=O)O3)O
• InChI: InChI=1S/C19H18O6/c1-11(7-15-8-12(2)19(22)24-15)16(20)10-23-14-5-3-13-4-6-18(21)25-17(13)9-14/h3-6,8-9,15-16,20H,1,7,10H2,2H3/t15?,16-/m0/s1
• InChI Key: BJAAKPBQJCDTGE-LYKKTTPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.5622	56.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8304	83.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8020	80.20%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5750	57.50%
P-glycoprotein inhibitior	-	0.4428	44.28%
P-glycoprotein substrate	-	0.7307	73.07%
CYP3A4 substrate	+	0.5883	58.83%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	+	0.5880	58.80%
CYP2C9 inhibition	-	0.6410	64.10%
CYP2C19 inhibition	-	0.5964	59.64%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.6279	62.79%
CYP2C8 inhibition	-	0.5954	59.54%
CYP inhibitory promiscuity	-	0.5558	55.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4918	49.18%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.7345	73.45%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7213	72.13%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.5445	54.45%
skin sensitisation	-	0.6812	68.12%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7551	75.51%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.7232	72.32%
Androgen receptor binding	+	0.7161	71.61%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	+	0.7465	74.65%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6733	67.33%
Honey bee toxicity	-	0.7817	78.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.12%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.24%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.49%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.05%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.79%	90.00%
CHEMBL2039	P27338	Monoamine oxidase B	85.16%	92.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.66%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.46%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 102008356
• LOTUS: LTS0024444
• wikiData: Q104936910