Platyphyllide

Details

• Internal ID: d5d02881-c9f7-4aca-acac-8f5e8944e85d
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (1R,11R)-11-prop-1-en-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-trien-3-one
• SMILES (Canonical): CC(=C)C1CCC2=C3C1OC(=O)C3=CC=C2
• SMILES (Isomeric): CC(=C)[C@H]1CCC2=C3[C@@H]1OC(=O)C3=CC=C2
• InChI: InChI=1S/C14H14O2/c1-8(2)10-7-6-9-4-3-5-11-12(9)13(10)16-14(11)15/h3-5,10,13H,1,6-7H2,2H3/t10-,13-/m1/s1
• InChI Key: HPRUINVTECPGHJ-ZWNOBZJWSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.26 g/mol
• Exact Mass: 214.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (1R,11R)-11-prop-1-en-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-trien-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7761	77.61%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4313	43.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8956	89.56%
P-glycoprotein inhibitior	-	0.9455	94.55%
P-glycoprotein substrate	-	0.8012	80.12%
CYP3A4 substrate	-	0.5140	51.40%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.6453	64.53%
CYP2C9 inhibition	-	0.5934	59.34%
CYP2C19 inhibition	+	0.8960	89.60%
CYP2D6 inhibition	-	0.8159	81.59%
CYP1A2 inhibition	+	0.9193	91.93%
CYP2C8 inhibition	-	0.9281	92.81%
CYP inhibitory promiscuity	+	0.7251	72.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.3962	39.62%
Eye corrosion	-	0.9205	92.05%
Eye irritation	-	0.6029	60.29%
Skin irritation	-	0.5946	59.46%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3809	38.09%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.7234	72.34%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5855	58.55%
Acute Oral Toxicity (c)	III	0.6554	65.54%
Estrogen receptor binding	-	0.6012	60.12%
Androgen receptor binding	-	0.5489	54.89%
Thyroid receptor binding	-	0.6465	64.65%
Glucocorticoid receptor binding	-	0.7221	72.21%
Aromatase binding	-	0.6820	68.20%
PPAR gamma	-	0.5854	58.54%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.43%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.78%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.53%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.55%	93.03%

Plants that contains it

• Euryops algoensis
• Ligularia fischeri
• Ligularia przewalskii
• Ligularia veitchiana
• Senecio gilliesianus
• Senecio subulatus

Cross-Links

• PubChem: 10932811
• LOTUS: LTS0265212
• wikiData: Q104397834