Patulone

Details

• Internal ID: a24154ee-467a-42bd-b04f-746013116a05
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,6,8-trihydroxy-1,1-bis(3-methylbut-2-enyl)xanthene-2,9-dione
• SMILES (Canonical): CC(=CCC1(C2=C(C=C(C1=O)O)OC3=CC(=CC(=C3C2=O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1(C2=C(C=C(C1=O)O)OC3=CC(=CC(=C3C2=O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C23H24O6/c1-12(2)5-7-23(8-6-13(3)4)20-18(11-16(26)22(23)28)29-17-10-14(24)9-15(25)19(17)21(20)27/h5-6,9-11,24-26H,7-8H2,1-4H3
• InChI Key: GFDXATISPULODR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	+	0.5960	59.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5774	57.74%
OATP2B1 inhibitior	+	0.5724	57.24%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5544	55.44%
P-glycoprotein inhibitior	-	0.6525	65.25%
P-glycoprotein substrate	-	0.6402	64.02%
CYP3A4 substrate	+	0.5757	57.57%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	+	0.8405	84.05%
CYP2C19 inhibition	+	0.6994	69.94%
CYP2D6 inhibition	-	0.6513	65.13%
CYP1A2 inhibition	+	0.7739	77.39%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8262	82.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6691	66.91%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.6328	63.28%
Skin irritation	-	0.6810	68.10%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	-	0.7063	70.63%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6189	61.89%
Acute Oral Toxicity (c)	III	0.6518	65.18%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.6863	68.63%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.8393	83.93%
Aromatase binding	+	0.7216	72.16%
PPAR gamma	+	0.8655	86.55%
Honey bee toxicity	-	0.8467	84.67%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.86%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.38%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.82%	91.38%
CHEMBL1937	Q92769	Histone deacetylase 2	85.30%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.19%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.72%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.52%	90.93%
CHEMBL3194	P02766	Transthyretin	81.29%	90.71%

Plants that contains it

• Hypericum patulum

Cross-Links

• PubChem: 136803273
• LOTUS: LTS0260858
• wikiData: Q105007489