Artonin Q

Details

• Internal ID: 05ea5eba-06be-40bd-a649-36fd4d489bc5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: methyl 7,14-dihydroxy-18,18-dimethyl-21-(3-methylbut-2-enyl)-5,12-dioxo-9-prop-1-en-2-yl-2,19-dioxapentacyclo[11.8.0.03,11.04,8.015,20]henicosa-1(13),3,8,10,14,16,20-heptaene-7-carboxylate
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC4=C5C(=O)CC(C5=C(C=C4C3=O)C(=C)C)(C(=O)OC)O)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OC4=C5C(=O)CC(C5=C(C=C4C3=O)C(=C)C)(C(=O)OC)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C31H30O8/c1-14(2)8-9-17-26-16(10-11-30(5,6)39-26)24(33)22-25(34)19-12-18(15(3)4)23-21(28(19)38-27(17)22)20(32)13-31(23,36)29(35)37-7/h8,10-12,33,36H,3,9,13H2,1-2,4-7H3
• InChI Key: RYPVESRWZADKJR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₀O₈
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.19406791 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:190061
• DTXSID001099010
• 10H-Cyclopenta[h]pyrano[3,2-b]xanthene-3-carboxylic acid, 1,2,3,6-tetrahydro-3,7-dihydroxy-10,10-dimethyl-12-(3-methyl-2-butenyl)-4-(1-methylethenyl)-1,6-dioxo-, methyl ester
• 161017-00-1
• methyl 7,14-dihydroxy-18,18-dimethyl-21-(3-methylbut-2-enyl)-5,12-dioxo-9-prop-1-en-2-yl-2,19-dioxapentacyclo[11.8.0.03,11.04,8.015,20]henicosa-1(13),3,8,10,14,16,20-heptaene-7-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.7489	74.89%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6141	61.41%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8179	81.79%
OATP1B3 inhibitior	-	0.2204	22.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9414	94.14%
P-glycoprotein inhibitior	+	0.7631	76.31%
P-glycoprotein substrate	+	0.7166	71.66%
CYP3A4 substrate	+	0.6903	69.03%
CYP2C9 substrate	+	0.6258	62.58%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.6856	68.56%
CYP2C9 inhibition	-	0.7041	70.41%
CYP2C19 inhibition	-	0.6287	62.87%
CYP2D6 inhibition	-	0.8143	81.43%
CYP1A2 inhibition	-	0.7518	75.18%
CYP2C8 inhibition	+	0.6591	65.91%
CYP inhibitory promiscuity	-	0.7402	74.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5315	53.15%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8314	83.14%
Skin irritation	-	0.7378	73.78%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7049	70.49%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5228	52.28%
skin sensitisation	-	0.6543	65.43%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6588	65.88%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.6331	63.31%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	+	0.7744	77.44%
PPAR gamma	+	0.7098	70.98%
Honey bee toxicity	-	0.6538	65.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.84%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.33%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.30%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.66%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	93.75%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.44%	89.34%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.35%	85.30%
CHEMBL221	P23219	Cyclooxygenase-1	91.77%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.73%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.23%	96.77%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.37%	80.00%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.10%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.13%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.87%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.65%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.47%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.51%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.87%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.81%	91.24%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.12%	94.42%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.41%	83.10%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.32%	96.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.45%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.29%	97.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.11%	92.29%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.16%	96.90%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 131753034
• LOTUS: LTS0227029
• wikiData: Q105247838