4-[11-Hydroxy-8-(2-hydroxypropan-2-yl)-20,20-dimethyl-5-(3-methylbut-2-enyl)-13,17-dioxo-3,7,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.06,10]henicosa-4(12),5,10,14-tetraen-18-yl]-2-methylbut-2-enal

Details

• Internal ID: 7262573c-c756-4ae3-bd85-1f2d81a9361e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4-[11-hydroxy-8-(2-hydroxypropan-2-yl)-20,20-dimethyl-5-(3-methylbut-2-enyl)-13,17-dioxo-3,7,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.06,10]henicosa-4(12),5,10,14-tetraen-18-yl]-2-methylbut-2-enal
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C=O)O)CC(O2)C(C)(C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C=O)O)CC(O2)C(C)(C)O)C
• InChI: InChI=1S/C33H38O8/c1-16(2)8-9-19-27-20(14-23(39-27)30(4,5)38)25(35)24-26(36)21-12-18-13-22-31(6,7)41-32(29(18)37,11-10-17(3)15-34)33(21,22)40-28(19)24/h8,10,12,15,18,22-23,35,38H,9,11,13-14H2,1-7H3
• InChI Key: QOSIIPFIQGNGLK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₈
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.25666817 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.7631	76.31%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7971	79.71%
OATP2B1 inhibitior	-	0.7109	71.09%
OATP1B1 inhibitior	+	0.7481	74.81%
OATP1B3 inhibitior	+	0.7988	79.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.8030	80.30%
P-glycoprotein substrate	+	0.6477	64.77%
CYP3A4 substrate	+	0.7103	71.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.8410	84.10%
CYP2C9 inhibition	+	0.6242	62.42%
CYP2C19 inhibition	-	0.5382	53.82%
CYP2D6 inhibition	-	0.8832	88.32%
CYP1A2 inhibition	-	0.5800	58.00%
CYP2C8 inhibition	+	0.7475	74.75%
CYP inhibitory promiscuity	-	0.5589	55.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5391	53.91%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8843	88.43%
Skin irritation	-	0.6719	67.19%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6977	69.77%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7136	71.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8195	81.95%
Acute Oral Toxicity (c)	III	0.3861	38.61%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.7409	74.09%
Thyroid receptor binding	+	0.6203	62.03%
Glucocorticoid receptor binding	+	0.8302	83.02%
Aromatase binding	+	0.7460	74.60%
PPAR gamma	+	0.7038	70.38%
Honey bee toxicity	-	0.6310	63.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	99.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.34%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	94.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.97%	89.34%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.82%	95.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.71%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.59%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.24%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.15%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.70%	92.68%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.12%	95.71%

Plants that contains it

• Garcinia gaudichaudii

Cross-Links

• PubChem: 73657203
• LOTUS: LTS0010361
• wikiData: Q105225093