Edultin

Details

• Internal ID: dfa92f7f-42e8-46d9-bc9b-349632f38cad
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: [(8S,9R)-8-(2-acetyloxypropan-2-yl)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=C1C3=C(C=C2)C=CC(=O)O3)C(C)(C)OC(=O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@H](OC2=C1C3=C(C=C2)C=CC(=O)O3)C(C)(C)OC(=O)C
• InChI: InChI=1S/C21H22O7/c1-6-11(2)20(24)27-18-16-14(25-19(18)21(4,5)28-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19+/m1/s1
• InChI Key: FFCDTHIJWHJUQJ-JZWAJAMXSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₇
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.13655304 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 15591-75-0
• [(8S,9R)-8-(2-acetyloxypropan-2-yl)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] (Z)-2-methylbut-2-enoate
• Cnidimine
• MLS000574916
• CHEMBL1302068
• CHEBI:175917
• HMS2224K16
• SMR000156218
• Q-100934
• [(8S,9R)-8-(2-acetyloxypropan-2-yl)-2-oxo-8,9-dihydrouro[2,3-h]chromen-9-yl] (Z)-2-methylbut-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6417	64.17%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8792	87.92%
P-glycoprotein inhibitior	+	0.9020	90.20%
P-glycoprotein substrate	-	0.7823	78.23%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	-	0.8155	81.55%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	+	0.7792	77.92%
CYP2C9 inhibition	-	0.5085	50.85%
CYP2C19 inhibition	+	0.8290	82.90%
CYP2D6 inhibition	-	0.8490	84.90%
CYP1A2 inhibition	+	0.5707	57.07%
CYP2C8 inhibition	-	0.6900	69.00%
CYP inhibitory promiscuity	+	0.8479	84.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.5395	53.95%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8510	85.10%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.6491	64.91%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5518	55.18%
Acute Oral Toxicity (c)	III	0.6466	64.66%
Estrogen receptor binding	+	0.8423	84.23%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	+	0.7156	71.56%
Aromatase binding	+	0.5244	52.44%
PPAR gamma	+	0.6616	66.16%
Honey bee toxicity	-	0.7660	76.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	31622.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	31622.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.58%	99.23%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.36%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.25%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.72%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.46%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.70%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.98%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.82%	95.71%

Plants that contains it

• Angelica edulis
• Cnidium monnieri
• Ruta graveolens
• Seseli foliosum
• Seseli grandivittatum
• Torilis japonica
• Zizia aptera

Cross-Links

• PubChem: 5317013
• NPASS: NPC307412
• ChEMBL: CHEMBL1302068
• LOTUS: LTS0066824
• wikiData: Q104994335