Lasiocarpin A

Details

• Internal ID: 1da55916-70b7-4d87-9093-d77d2ad7f8bd
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Triradylcglycerols > Triacylglycerols
• IUPAC Name: [2-acetyloxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC(COC(=O)C=CC1=CC=C(C=C1)O)COC(=O)C=CC2=CC=C(C=C2)O
• SMILES (Isomeric): CC(=O)OC(COC(=O)/C=C/C1=CC=C(C=C1)O)COC(=O)/C=C/C2=CC=C(C=C2)O
• InChI: InChI=1S/C23H22O8/c1-16(24)31-21(14-29-22(27)12-6-17-2-8-19(25)9-3-17)15-30-23(28)13-7-18-4-10-20(26)11-5-18/h2-13,21,25-26H,14-15H2,1H3/b12-6+,13-7+
• InChI Key: FLRAKBZPZXCSQN-PWHKKFIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₈
• Molecular Weight: 426.40 g/mol
• Exact Mass: 426.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• CHEMBL1096600
• SCHEMBL24449292
• 2-acetyl-1,3-di-p-coumaroylglycerol
• 65556-57-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	-	0.7363	73.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8861	88.61%
P-glycoprotein inhibitior	+	0.6983	69.83%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	-	0.5381	53.81%
CYP2C9 substrate	-	0.7723	77.23%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.8677	86.77%
CYP2C9 inhibition	+	0.5336	53.36%
CYP2C19 inhibition	-	0.7335	73.35%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.7678	76.78%
CYP2C8 inhibition	+	0.4461	44.61%
CYP inhibitory promiscuity	-	0.5907	59.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7793	77.93%
Carcinogenicity (trinary)	Non-required	0.5485	54.85%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8241	82.41%
Skin irritation	-	0.8871	88.71%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4108	41.08%
Micronuclear	+	0.5175	51.75%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.6490	64.90%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5449	54.49%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.8086	80.86%
Thyroid receptor binding	+	0.5497	54.97%
Glucocorticoid receptor binding	+	0.6507	65.07%
Aromatase binding	-	0.5767	57.67%
PPAR gamma	+	0.5399	53.99%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.28%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.00%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.61%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.16%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.92%	89.00%

Plants that contains it

• Anodendron affine
• Cedrela salvadorensis
• Galium latoramosum
• Garcinia gummi-gutta
• Hertia cheirifolia
• Licaria chrysophylla
• Ormosia hosiei
• Ornithoglossum viride
• Petasites radiatus
• Populus lasiocarpa
• Schizanthus tricolor
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 46886813
• NPASS: NPC253671
• LOTUS: LTS0184289
• wikiData: Q104997385