d-Laserpitin

Details

• Internal ID: 3dc54372-d22c-4f34-a7d8-a919c8e747d6
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9S,10S)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)O
• InChI: InChI=1S/C19H20O6/c1-5-10(2)18(22)24-16-14-12(25-19(3,4)17(16)21)8-6-11-7-9-13(20)23-15(11)14/h5-9,16-17,21H,1-4H3/b10-5-/t16-,17-/m0/s1
• InChI Key: QPLSCFLMIOADPA-LNUYWUECSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Peujaponisinol B
• 134002-17-8
• CHEMBL3402553
• AKOS040735977

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.8197	81.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6995	69.95%
P-glycoprotein inhibitior	+	0.7082	70.82%
P-glycoprotein substrate	-	0.8220	82.20%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.6050	60.50%
CYP2C9 inhibition	-	0.6223	62.23%
CYP2C19 inhibition	+	0.5765	57.65%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.7732	77.32%
CYP2C8 inhibition	-	0.6498	64.98%
CYP inhibitory promiscuity	-	0.5680	56.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5004	50.04%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9414	94.14%
Skin irritation	-	0.7210	72.10%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8087	80.87%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7170	71.70%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7053	70.53%
Acute Oral Toxicity (c)	III	0.7355	73.55%
Estrogen receptor binding	+	0.7397	73.97%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	-	0.4930	49.30%
Glucocorticoid receptor binding	+	0.6523	65.23%
Aromatase binding	-	0.6237	62.37%
PPAR gamma	+	0.6853	68.53%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	97.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.02%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.43%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.17%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.57%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	82.27%	83.82%

Plants that contains it

• Angelica decursiva
• Angelica keiskei
• Kitagawia praeruptora
• Peucedanum japonicum

Cross-Links

• PubChem: 51396729
• NPASS: NPC312881
• LOTUS: LTS0147189
• wikiData: Q105225462