(Z)-3-methoxy-3-[(1S,2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]prop-2-enoic acid

Details

• Internal ID: f3a8e900-56a8-4158-8fbc-bec72eeb45a4
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (Z)-3-methoxy-3-[(1S,2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]prop-2-enoic acid
• InChI: InChI=1S/C19H18O7/c1-19(25)8-12(21)16-10(17(19)13(26-2)7-14(22)23)6-9-4-3-5-11(20)15(9)18(16)24/h3-7,17,20,24-25H,8H2,1-2H3,(H,22,23)/b13-7-/t17-,19+/m1/s1
• InChI Key: OBCPKCVHPDMGIX-PQKVDXGTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.5950	59.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7068	70.68%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.7723	77.23%
P-glycoprotein inhibitior	-	0.7882	78.82%
P-glycoprotein substrate	-	0.7134	71.34%
CYP3A4 substrate	+	0.6562	65.62%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.6439	64.39%
CYP2C9 inhibition	-	0.6340	63.40%
CYP2C19 inhibition	-	0.7795	77.95%
CYP2D6 inhibition	-	0.7922	79.22%
CYP1A2 inhibition	-	0.5436	54.36%
CYP2C8 inhibition	+	0.6318	63.18%
CYP inhibitory promiscuity	-	0.6989	69.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8886	88.86%
Carcinogenicity (trinary)	Non-required	0.5087	50.87%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8650	86.50%
Skin irritation	-	0.7198	71.98%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5422	54.22%
Acute Oral Toxicity (c)	III	0.3542	35.42%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.7752	77.52%
Thyroid receptor binding	-	0.5997	59.97%
Glucocorticoid receptor binding	+	0.7839	78.39%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7243	72.43%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.19%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.71%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.37%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.59%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.81%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.74%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.32%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	83.83%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.05%	91.24%
CHEMBL5028	O14672	ADAM10	81.92%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163193690
• LOTUS: LTS0012547
• wikiData: Q105188939