artonin A

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	af198181-e507-479f-8a12-bb17ed85123f
Taxonomy	Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name	12,21,23-trihydroxy-8,8,18,18-tetramethyl-5-(3-methylbut-2-enyl)-3,7,19-trioxahexacyclo[15.6.1.02,15.04,13.06,11.020,24]tetracosa-1(24),2(15),4(13),5,9,11,20,22-octaen-14-one
SMILES (Canonical)	CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)CC5C6=C4C(=CC(=C6OC5(C)C)O)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric)	CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)CC5C6=C4C(=CC(=C6OC5(C)C)O)O)O)C=CC(O2)(C)C)C
InChI	InChI=1S/C30H30O7/c1-13(2)7-8-15-25-14(9-10-29(3,4)36-25)23(33)22-24(34)16-11-17-20-21(27(16)35-26(15)22)18(31)12-19(32)28(20)37-30(17,5)6/h7,9-10,12,17,31-33H,8,11H2,1-6H3
InChI Key	CYONWSIQFYQFOS-UHFFFAOYSA-N
Popularity	9 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₃₀O₇
Molecular Weight	502.60 g/mol
Exact Mass	502.19915329 g/mol
Topological Polar Surface Area (TPSA)	105.00 Å²
XlogP	6.00
Atomic LogP (AlogP)	6.08
H-Bond Acceptor	7
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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CHEMBL516550

CHEBI:175845

DTXSID601318626

12,21,23-trihydroxy-8,8,18,18-tetramethyl-5-(3-methylbut-2-en-1-yl)-3,7,19-trioxahexacyclo[15.6.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-1(23),2(15),4,6(11),9,12,20(24),21-octaen-14-one

12,21,23-trihydroxy-8,8,18,18-tetramethyl-5-(3-methylbut-2-enyl)-3,7,19-trioxahexacyclo[15.6.1.02,15.04,13.06,11.020,24]tetracosa-1(24),2(15),4(13),5,9,11,20,22-octaen-14-one

124721-15-9

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.7493	74.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6776	67.76%
OATP2B1 inhibitior	-	0.7078	70.78%
OATP1B1 inhibitior	+	0.8370	83.70%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8863	88.63%
P-glycoprotein inhibitior	+	0.7064	70.64%
P-glycoprotein substrate	+	0.6533	65.33%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8161	81.61%
CYP3A4 inhibition	-	0.6692	66.92%
CYP2C9 inhibition	+	0.7829	78.29%
CYP2C19 inhibition	+	0.7382	73.82%
CYP2D6 inhibition	-	0.6886	68.86%
CYP1A2 inhibition	+	0.6806	68.06%
CYP2C8 inhibition	+	0.5720	57.20%
CYP inhibitory promiscuity	+	0.8948	89.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5175	51.75%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.6998	69.98%
Skin irritation	-	0.6950	69.50%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	+	0.5109	51.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6447	64.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7586	75.86%
Acute Oral Toxicity (c)	III	0.5880	58.80%
Estrogen receptor binding	+	0.8854	88.54%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	+	0.6428	64.28%
Glucocorticoid receptor binding	+	0.8280	82.80%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.8286	82.86%
Honey bee toxicity	-	0.7349	73.49%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.54%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	98.10%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.80%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.49%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.07%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.74%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.44%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.32%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.31%	100.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.30%	91.38%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.60%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	84.09%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.06%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.59%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.58%	80.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.40%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.57%	96.90%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artocarpus chama

Artocarpus heterophyllus

Artocarpus integer

Artocarpus styracifolius

Artocarpus tonkinensis