(9R)-9-[(9S)-2-carboxy-1,8-dihydroxy-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-10-oxo-9H-anthracene-2-carboxylic acid

Details

• Internal ID: 27ba5f5e-bf0f-449f-9bbb-337621fb4bee
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: (9R)-9-[(9S)-2-carboxy-1,8-dihydroxy-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-10-oxo-9H-anthracene-2-carboxylic acid
• SMILES (Canonical): C1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C5=C(C=CC=C5O)C(=O)C6=C4C(=C(C=C6)C(=O)O)O)C=C(C=C3O)C(=O)O
• SMILES (Isomeric): C1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4C5=C(C=CC=C5O)C(=O)C6=C4C(=C(C=C6)C(=O)O)O)C=C(C=C3O)C(=O)O
• InChI: InChI=1S/C30H18O10/c31-17-5-2-4-13-21(17)25(24-14(26(13)34)7-8-15(27(24)35)30(39)40)20-12-3-1-6-18(32)22(12)28(36)23-16(20)9-11(29(37)38)10-19(23)33/h1-10,20,25,31-33,35H,(H,37,38)(H,39,40)/t20-,25+/m1/s1
• InChI Key: UVVHNHMVTQRBOM-NLFFAJNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.08999677 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.8723	87.23%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8237	82.37%
OATP2B1 inhibitior	+	0.5718	57.18%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	-	0.3674	36.74%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7321	73.21%
P-glycoprotein inhibitior	-	0.8115	81.15%
P-glycoprotein substrate	-	0.6003	60.03%
CYP3A4 substrate	+	0.5421	54.21%
CYP2C9 substrate	-	0.6585	65.85%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.8706	87.06%
CYP2C9 inhibition	+	0.6491	64.91%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.8748	87.48%
CYP2C8 inhibition	+	0.7511	75.11%
CYP inhibitory promiscuity	-	0.7894	78.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8523	85.23%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9972	99.72%
Eye irritation	+	0.7004	70.04%
Skin irritation	+	0.6755	67.55%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	+	0.6572	65.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.5054	50.54%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.4342	43.42%
Estrogen receptor binding	-	0.5234	52.34%
Androgen receptor binding	+	0.7131	71.31%
Thyroid receptor binding	-	0.6722	67.22%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	-	0.7599	75.99%
PPAR gamma	+	0.6937	69.37%
Honey bee toxicity	-	0.8804	88.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.99%	91.49%
CHEMBL3194	P02766	Transthyretin	93.60%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.66%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.43%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.92%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.22%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.08%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.49%	94.42%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.75%	95.71%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.97%	95.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.09%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.34%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.10%	95.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.06%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.60%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.49%	83.57%

Plants that contains it

• Senna alexandrina

Cross-Links

• PubChem: 162956695
• LOTUS: LTS0264166
• wikiData: Q105280125