9,11-Dihydroxy-3,3-dimethyl-8,10-bis(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one

Details

• Internal ID: 520a08be-be4d-4bc3-8126-534b8efed49e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 9,11-dihydroxy-3,3-dimethyl-8,10-bis(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one
• InChI: InChI=1S/C28H30O5/c1-15(2)7-9-18-24(29)19(10-8-16(3)4)27-23(25(18)30)26(31)22-17-13-14-28(5,6)33-20(17)11-12-21(22)32-27/h7-8,11-14,29-30H,9-10H2,1-6H3
• InChI Key: VNDYGCTWZAZFSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₅
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.56
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	-	0.5127	51.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7223	72.23%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8741	87.41%
P-glycoprotein inhibitior	+	0.8317	83.17%
P-glycoprotein substrate	-	0.6849	68.49%
CYP3A4 substrate	+	0.5999	59.99%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.8275	82.75%
CYP2C9 inhibition	+	0.7788	77.88%
CYP2C19 inhibition	+	0.7917	79.17%
CYP2D6 inhibition	-	0.8573	85.73%
CYP1A2 inhibition	+	0.5661	56.61%
CYP2C8 inhibition	-	0.6434	64.34%
CYP inhibitory promiscuity	+	0.7636	76.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7196	71.96%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.4937	49.37%
Skin irritation	-	0.7216	72.16%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3892	38.92%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.6843	68.43%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6287	62.87%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.9164	91.64%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	+	0.6487	64.87%
Glucocorticoid receptor binding	+	0.8291	82.91%
Aromatase binding	+	0.7316	73.16%
PPAR gamma	+	0.9103	91.03%
Honey bee toxicity	-	0.8082	80.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.77%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	92.53%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.48%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.46%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.08%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.65%	91.49%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.66%	95.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.50%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.99%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.10%	85.14%

Plants that contains it

• Calophyllum thwaitesii

Cross-Links

• PubChem: 163190080
• LOTUS: LTS0160801
• wikiData: Q105289541