6,8-Dihydroxy-13-methoxy-17,17-dimethyl-15-(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: 38172a53-5f4e-48cb-b3cb-0b4dd087ca26
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8-dihydroxy-13-methoxy-17,17-dimethyl-15-(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(=CCC12C(=O)C3(CC(C14C(=C3)C(=O)C5=C(C=C(C=C5O4)O)O)C(O2)(C)C)OC)C
• SMILES (Isomeric): CC(=CCC12C(=O)C3(CC(C14C(=C3)C(=O)C5=C(C=C(C=C5O4)O)O)C(O2)(C)C)OC)C
• InChI: InChI=1S/C24H26O7/c1-12(2)6-7-23-20(28)22(29-5)10-14-19(27)18-15(26)8-13(25)9-16(18)30-24(14,23)17(11-22)21(3,4)31-23/h6,8-10,17,25-26H,7,11H2,1-5H3
• InChI Key: YGFWGHCZTBTUEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.16785316 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.5182	51.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7064	70.64%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.8936	89.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7897	78.97%
P-glycoprotein inhibitior	-	0.4642	46.42%
P-glycoprotein substrate	-	0.5618	56.18%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8202	82.02%
CYP3A4 inhibition	-	0.6779	67.79%
CYP2C9 inhibition	-	0.5463	54.63%
CYP2C19 inhibition	-	0.5662	56.62%
CYP2D6 inhibition	-	0.8198	81.98%
CYP1A2 inhibition	-	0.6158	61.58%
CYP2C8 inhibition	+	0.6177	61.77%
CYP inhibitory promiscuity	+	0.5915	59.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.6480	64.80%
Skin irritation	-	0.7181	71.81%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5505	55.05%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5604	56.04%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8319	83.19%
Acute Oral Toxicity (c)	III	0.3668	36.68%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.7917	79.17%
Thyroid receptor binding	+	0.6376	63.76%
Glucocorticoid receptor binding	+	0.7931	79.31%
Aromatase binding	+	0.7200	72.00%
PPAR gamma	+	0.7742	77.42%
Honey bee toxicity	-	0.6851	68.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	99.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.78%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	93.39%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.58%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.63%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.96%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.04%	93.40%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.24%	82.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.29%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.99%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.62%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.74%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.59%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.46%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.93%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.61%	91.38%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.97%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Breynia rostrata
• Cratoxylum cochinchinense
• Laguncularia racemosa

Cross-Links

• PubChem: 73026577
• NPASS: NPC259922
• LOTUS: LTS0052258
• wikiData: Q104920847