(3R,5S,17R)-4,4,16,17-tetramethyl-9-phenyl-6,12,18-trioxapentacyclo[12.4.0.02,7.03,5.08,13]octadeca-1,7,9,13,15-pentaen-11-one

Details

• Internal ID: 18ba3e15-3185-448b-bae8-e2f52a6320ee
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Pyranoneoflavonoids
• IUPAC Name: (3R,5S,17R)-4,4,16,17-tetramethyl-9-phenyl-6,12,18-trioxapentacyclo[12.4.0.02,7.03,5.08,13]octadeca-1,7,9,13,15-pentaen-11-one
• InChI: InChI=1S/C25H22O4/c1-12-10-16-21-18(15(11-17(26)28-21)14-8-6-5-7-9-14)23-19(22(16)27-13(12)2)20-24(29-23)25(20,3)4/h5-11,13,20,24H,1-4H3/t13-,20-,24+/m1/s1
• InChI Key: ZAXIIYYWVZXYMK-FYGPSGDNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂O₄
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.15180918 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7256	72.56%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8941	89.41%
P-glycoprotein inhibitior	+	0.9251	92.51%
P-glycoprotein substrate	-	0.6136	61.36%
CYP3A4 substrate	+	0.6106	61.06%
CYP2C9 substrate	-	0.8220	82.20%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	+	0.7464	74.64%
CYP2C9 inhibition	+	0.8030	80.30%
CYP2C19 inhibition	+	0.8829	88.29%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	+	0.5353	53.53%
CYP2C8 inhibition	+	0.6654	66.54%
CYP inhibitory promiscuity	+	0.9061	90.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5280	52.80%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8115	81.15%
Skin irritation	-	0.7113	71.13%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7570	75.70%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6970	69.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7944	79.44%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.8418	84.18%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.8516	85.16%
Aromatase binding	+	0.6616	66.16%
PPAR gamma	+	0.7898	78.98%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.98%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.85%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.53%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.27%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	88.16%	94.75%
CHEMBL240	Q12809	HERG	87.52%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.68%	96.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.60%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.69%	94.00%
CHEMBL3524	P56524	Histone deacetylase 4	84.65%	92.97%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.75%	94.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.00%	85.11%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 163023641
• LOTUS: LTS0261917
• wikiData: Q105370299