10,10,16,17-Tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),5,8(13),11-tetraene-4,18-dione

Details

• Internal ID: 0fff277c-69de-4123-bab6-7bc728f52d41
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 10,10,16,17-tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),5,8(13),11-tetraene-4,18-dione
• SMILES (Canonical): CC1C(OC2=C(C1=O)C3C(C(=CC(=O)O3)C4=CC=CC=C4)C5=C2C=CC(O5)(C)C)C
• SMILES (Isomeric): CC1C(OC2=C(C1=O)C3C(C(=CC(=O)O3)C4=CC=CC=C4)C5=C2C=CC(O5)(C)C)C
• InChI: InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,19,24H,1-4H3
• InChI Key: AURANRRSUJGVOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.16237386 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 5
• 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	+	0.9927	99.27%
Caco-2	+	0.8136	81.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7859	78.59%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9511	95.11%
P-glycoprotein inhibitior	+	0.8705	87.05%
P-glycoprotein substrate	-	0.7449	74.49%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	+	0.5995	59.95%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.6338	63.38%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8859	88.59%
CYP2C8 inhibition	+	0.5788	57.88%
CYP inhibitory promiscuity	+	0.5272	52.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9231	92.31%
Carcinogenicity (trinary)	Danger	0.5494	54.94%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.7981	79.81%
Skin irritation	-	0.6088	60.88%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7759	77.59%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.7009	70.09%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6576	65.76%
Acute Oral Toxicity (c)	III	0.6398	63.98%
Estrogen receptor binding	+	0.8924	89.24%
Androgen receptor binding	+	0.7754	77.54%
Thyroid receptor binding	+	0.7122	71.22%
Glucocorticoid receptor binding	+	0.8562	85.62%
Aromatase binding	+	0.5645	56.45%
PPAR gamma	+	0.7619	76.19%
Honey bee toxicity	-	0.9062	90.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.52%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.65%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.14%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.98%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.53%	91.49%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 163005461
• LOTUS: LTS0224902
• wikiData: Q104919088