6,8-Dihydroxy-13-methoxy-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: fff62da4-08c3-4c02-9dea-4e3736b4c471
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8-dihydroxy-13-methoxy-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)OC)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)OC)C
• InChI: InChI=1S/C29H34O7/c1-15(2)8-9-17-19(30)12-20(31)22-23(32)18-13-27(34-7)14-21-26(5,6)36-28(25(27)33,11-10-16(3)4)29(18,21)35-24(17)22/h8,10,12-13,21,30-31H,9,11,14H2,1-7H3
• InChI Key: NROYLORRLOZTAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₇
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.23045342 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.5467	54.67%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6716	67.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7937	79.37%
OATP1B3 inhibitior	-	0.2421	24.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9618	96.18%
P-glycoprotein inhibitior	+	0.7208	72.08%
P-glycoprotein substrate	-	0.5204	52.04%
CYP3A4 substrate	+	0.6682	66.82%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8202	82.02%
CYP3A4 inhibition	-	0.7413	74.13%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5690	56.90%
CYP2D6 inhibition	-	0.8265	82.65%
CYP1A2 inhibition	-	0.6051	60.51%
CYP2C8 inhibition	+	0.6310	63.10%
CYP inhibitory promiscuity	+	0.5337	53.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5725	57.25%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7476	74.76%
Skin irritation	-	0.7285	72.85%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6807	68.07%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6103	61.03%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5682	56.82%
Acute Oral Toxicity (c)	III	0.3457	34.57%
Estrogen receptor binding	+	0.8435	84.35%
Androgen receptor binding	+	0.7873	78.73%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7669	76.69%
Aromatase binding	+	0.7434	74.34%
PPAR gamma	+	0.7656	76.56%
Honey bee toxicity	-	0.6830	68.30%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	99.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.02%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.75%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	93.86%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.76%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.00%	96.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.72%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.19%	93.40%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.73%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.49%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.81%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.77%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.25%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.70%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.08%	99.23%

Plants that contains it

• Garcinia gaudichaudii

Cross-Links

• PubChem: 73193560
• LOTUS: LTS0259872
• wikiData: Q105184728