Zeylanin

Details

• Internal ID: 80ea22a3-e4b9-4355-9821-ae435875976a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(1R,7Z,9R)-3,8-dimethyl-13-oxo-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2(6),3,7,12(15)-tetraen-9-yl] acetate
• SMILES (Canonical): CC1=CC2=C(C3C=C(CCC1OC(=O)C)C(=O)O3)C(=CO2)C
• SMILES (Isomeric): C/C/1=C/C2=C([C@H]3C=C(CC[C@H]1OC(=O)C)C(=O)O3)C(=CO2)C
• InChI: InChI=1S/C17H18O5/c1-9-6-14-16(10(2)8-20-14)15-7-12(17(19)22-15)4-5-13(9)21-11(3)18/h6-8,13,15H,4-5H2,1-3H3/b9-6-/t13-,15-/m1/s1
• InChI Key: POZFTWCDGVFNCC-LGQYFOJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 13657-60-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8211	82.11%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7271	72.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.8995	89.95%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4907	49.07%
P-glycoprotein inhibitior	-	0.5706	57.06%
P-glycoprotein substrate	-	0.7802	78.02%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	-	0.7215	72.15%
CYP2C19 inhibition	-	0.7056	70.56%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	+	0.7427	74.27%
CYP2C8 inhibition	-	0.5985	59.85%
CYP inhibitory promiscuity	-	0.7134	71.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9225	92.25%
Carcinogenicity (trinary)	Non-required	0.4559	45.59%
Eye corrosion	-	0.9624	96.24%
Eye irritation	-	0.9353	93.53%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.8892	88.92%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7935	79.35%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5571	55.71%
skin sensitisation	-	0.7291	72.91%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5947	59.47%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5783	57.83%
Acute Oral Toxicity (c)	III	0.4767	47.67%
Estrogen receptor binding	+	0.7284	72.84%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	-	0.6377	63.77%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	-	0.5458	54.58%
PPAR gamma	+	0.5417	54.17%
Honey bee toxicity	-	0.8511	85.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.96%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.53%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.69%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.85%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%

Plants that contains it

• Aconitum japonicum subsp. subcuneatum
• Castanea dentata
• Elaphoglossum lindbergii
• Ferula ammoniacum
• Leucocarpus perfoliatus
• Myrsine melanophloeos
• Pistacia atlantica
• Rogeria adenophylla
• Scrophularia buergeriana
• Stemodia maritima
• Trifolium hybridum

Cross-Links

• PubChem: 12445041
• NPASS: NPC161231