Garcimangosone B

Details

• Internal ID: 4230e194-a7e6-4c7a-8b70-ff0aaebd3438
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 22-hydroxy-10-methoxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(22),3,9,11,14,16(21),19-heptaen-2-one
• SMILES (Canonical): CC1(CCC2=C3C(=CC(=C2O1)OC)OC4=CC5=C(C=CC(O5)(C)C)C(=C4C3=O)O)C
• SMILES (Isomeric): CC1(CCC2=C3C(=CC(=C2O1)OC)OC4=CC5=C(C=CC(O5)(C)C)C(=C4C3=O)O)C
• InChI: InChI=1S/C24H24O6/c1-23(2)8-6-12-14(29-23)10-16-19(20(12)25)21(26)18-13-7-9-24(3,4)30-22(13)17(27-5)11-15(18)28-16/h6,8,10-11,25H,7,9H2,1-5H3
• InChI Key: KPEKAHVOTOEHJF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₆
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.15728848 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 22-hydroxy-10-methoxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(22),3,9,11,14,16(21),19-heptaen-2-one
• SCHEMBL3930516
• CHEBI:192301
• 22-hydroxy-10-methoxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(22),3,9,11,14,16(21),19-heptaen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6909	69.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7608	76.08%
P-glycoprotein inhibitior	+	0.7898	78.98%
P-glycoprotein substrate	-	0.5286	52.86%
CYP3A4 substrate	+	0.6698	66.98%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.6062	60.62%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.7296	72.96%
CYP2D6 inhibition	-	0.7051	70.51%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5227	52.27%
CYP inhibitory promiscuity	-	0.8417	84.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5645	56.45%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7515	75.15%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6228	62.28%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8901	89.01%
Acute Oral Toxicity (c)	III	0.6784	67.84%
Estrogen receptor binding	+	0.8841	88.41%
Androgen receptor binding	+	0.7360	73.60%
Thyroid receptor binding	+	0.7016	70.16%
Glucocorticoid receptor binding	+	0.8943	89.43%
Aromatase binding	+	0.7021	70.21%
PPAR gamma	+	0.8485	84.85%
Honey bee toxicity	-	0.7150	71.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9186	91.86%

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	99.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.98%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.60%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.92%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.79%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.51%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.27%	85.30%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.96%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	82.46%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.49%	96.77%
CHEMBL4208	P20618	Proteasome component C5	81.29%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.09%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.33%	80.96%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 11143989
• NPASS: NPC75372
• LOTUS: LTS0116316
• wikiData: Q105144141