6,8,13-Trihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraene-10,14-dione

Details

• Internal ID: 0c8d57e6-cdd5-46ff-8922-31d45d12b539
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8,13-trihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraene-10,14-dione
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C3=CC4(CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C3=CC4(CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C)O)C
• InChI: InChI=1S/C28H32O7/c1-14(2)7-8-16-18(29)11-19(30)21-22(31)17-12-26(33)13-20-25(5,6)35-27(24(26)32,10-9-15(3)4)28(17,20)34-23(16)21/h7,9,11-12,20,29-30,33H,8,10,13H2,1-6H3
• InChI Key: NMIJDVLYYHJBBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₇
• Molecular Weight: 480.50 g/mol
• Exact Mass: 480.21480336 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 7
• 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	+	0.9865	98.65%
Caco-2	-	0.6099	60.99%
Blood Brain Barrier	+	0.6138	61.38%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6378	63.78%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8041	80.41%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9543	95.43%
P-glycoprotein inhibitior	+	0.6140	61.40%
P-glycoprotein substrate	-	0.5315	53.15%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	-	0.7952	79.52%
CYP2C9 inhibition	+	0.5053	50.53%
CYP2C19 inhibition	-	0.6450	64.50%
CYP2D6 inhibition	-	0.8529	85.29%
CYP1A2 inhibition	-	0.6139	61.39%
CYP2C8 inhibition	+	0.5722	57.22%
CYP inhibitory promiscuity	-	0.5901	59.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5183	51.83%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7709	77.09%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6552	65.52%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5656	56.56%
skin sensitisation	-	0.7626	76.26%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6040	60.40%
Acute Oral Toxicity (c)	I	0.4032	40.32%
Estrogen receptor binding	+	0.8198	81.98%
Androgen receptor binding	+	0.7756	77.56%
Thyroid receptor binding	+	0.6030	60.30%
Glucocorticoid receptor binding	+	0.7496	74.96%
Aromatase binding	+	0.7631	76.31%
PPAR gamma	+	0.7345	73.45%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.34%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.96%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.45%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	90.99%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.81%	91.38%
CHEMBL226	P30542	Adenosine A1 receptor	90.64%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.94%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.67%	91.49%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.15%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.31%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	84.58%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.11%	95.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.23%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.67%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.29%	96.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.02%	85.30%

Plants that contains it

• Garcinia cantleyana

Cross-Links

• PubChem: 74076299
• LOTUS: LTS0066889
• wikiData: Q105181797