artonol B

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	a2453eb3-e721-4ed4-ae20-69e656d7929d
Taxonomy	Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name	10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.03,11.05,9.014,19]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione
SMILES (Canonical)	CC(=O)C1=C2C(=CC3=C1C(=O)OC3(C)C)C(=O)C4=C(O2)C5=C(C=C4O)OC(C=C5)(C)C
SMILES (Isomeric)	CC(=O)C1=C2C(=CC3=C1C(=O)OC3(C)C)C(=O)C4=C(O2)C5=C(C=C4O)OC(C=C5)(C)C
InChI	InChI=1S/C24H20O7/c1-10(25)16-17-13(24(4,5)31-22(17)28)8-12-19(27)18-14(26)9-15-11(20(18)29-21(12)16)6-7-23(2,3)30-15/h6-9,26H,1-5H3
InChI Key	LWJBUOOKYYTUDX-UHFFFAOYSA-N
Popularity	9 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₂₀O₇
Molecular Weight	420.40 g/mol
Exact Mass	420.12090297 g/mol
Topological Polar Surface Area (TPSA)	99.10 Å²
XlogP	3.80
Atomic LogP (AlogP)	4.44
H-Bond Acceptor	7
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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SCHEMBL15144871

CHEBI:172660

DTXSID301318708

acetyl-hydroxy-tetramethyl-[?]dione

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0^{3,11}.0^{5,9}.0^{14,19}]henicosa-1(21),3,5(9),10,13,15,19-heptaene-2,8-dione

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.03,11.05,9.014,19]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione

12-Acetyl-6-hydroxy-3,3,9,9-tetramethylfuro[3,4-b]pyrano[3,2- h]xanthene-7,11(3H,9H)-dione

186824-58-8

3H,7H-Furo[3,4-b]pyrano[3,2-h]xanthene-7,11(9H)-dione, 12-acetyl-6-hydroxy-3,3,9,9-tetramethyl-

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	+	0.9872	98.72%
Caco-2	+	0.5372	53.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8095	80.95%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9076	90.76%
P-glycoprotein inhibitior	+	0.6964	69.64%
P-glycoprotein substrate	-	0.5273	52.73%
CYP3A4 substrate	+	0.6386	63.86%
CYP2C9 substrate	+	0.6406	64.06%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.7069	70.69%
CYP2C9 inhibition	+	0.6511	65.11%
CYP2C19 inhibition	-	0.7782	77.82%
CYP2D6 inhibition	-	0.8839	88.39%
CYP1A2 inhibition	-	0.7103	71.03%
CYP2C8 inhibition	+	0.5787	57.87%
CYP inhibitory promiscuity	-	0.7308	73.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5724	57.24%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.4924	49.24%
Skin irritation	-	0.6927	69.27%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5265	52.65%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.7596	75.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4602	46.02%
Acute Oral Toxicity (c)	II	0.4716	47.16%
Estrogen receptor binding	+	0.8193	81.93%
Androgen receptor binding	+	0.7017	70.17%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.7057	70.57%
Aromatase binding	+	0.5504	55.04%
PPAR gamma	+	0.7743	77.43%
Honey bee toxicity	-	0.8346	83.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	99.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.04%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.09%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.95%	85.30%
CHEMBL4208	P20618	Proteasome component C5	85.11%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.60%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	82.75%	91.19%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.68%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.19%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%

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.