Morakotin C

Details

• Internal ID: f0155e6a-18c6-475c-a747-4bf279ba5ed4
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,4,5,7-tetrahydroxy-2-methoxy-8-(2,4,5,8-tetrahydroxy-7-methoxy-9,10-dioxoanthracen-1-yl)anthracene-9,10-dione
• SMILES (Canonical): COC1=C(C2=C(C(=C1)O)C(=O)C3=C(C=C(C(=C3C2=O)C4=C5C(=C(C=C4O)O)C(=O)C6=C(C5=O)C(=C(C=C6O)OC)O)O)O)O
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)O)C(=O)C3=C(C=C(C(=C3C2=O)C4=C5C(=C(C=C4O)O)C(=O)C6=C(C5=O)C(=C(C=C6O)OC)O)O)O)O
• InChI: InChI=1S/C30H18O14/c1-43-13-5-11(35)19-23(25(13)37)29(41)21-15(7(31)3-9(33)17(21)27(19)39)16-8(32)4-10(34)18-22(16)30(42)24-20(28(18)40)12(36)6-14(44-2)26(24)38/h3-6,31-38H,1-2H3
• InChI Key: NAZPQHWBCHOTHY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₄
• Molecular Weight: 602.50 g/mol
• Exact Mass: 602.06965524 g/mol
• Topological Polar Surface Area (TPSA): 249.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

• 1,1',3,3',5,5',8,8'-octahydroxy-6,6'-dimethoxy-4,4'-bianthracene-9,9',10,10'-tetraone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.8357	83.57%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7762	77.62%
OATP2B1 inhibitior	-	0.5644	56.44%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6784	67.84%
P-glycoprotein inhibitior	+	0.6629	66.29%
P-glycoprotein substrate	-	0.9504	95.04%
CYP3A4 substrate	-	0.6297	62.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.6019	60.19%
CYP2C9 inhibition	+	0.7418	74.18%
CYP2C19 inhibition	-	0.6051	60.51%
CYP2D6 inhibition	-	0.7531	75.31%
CYP1A2 inhibition	+	0.7816	78.16%
CYP2C8 inhibition	-	0.8961	89.61%
CYP inhibitory promiscuity	+	0.5460	54.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.6651	66.51%
Skin irritation	-	0.6179	61.79%
Skin corrosion	-	0.8926	89.26%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3658	36.58%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6007	60.07%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	+	0.8732	87.32%
Androgen receptor binding	-	0.5163	51.63%
Thyroid receptor binding	-	0.5537	55.37%
Glucocorticoid receptor binding	+	0.6109	61.09%
Aromatase binding	-	0.5848	58.48%
PPAR gamma	+	0.6200	62.00%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.9768	97.68%

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	97.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.94%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.79%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL3194	P02766	Transthyretin	81.63%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.14%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135564156
• LOTUS: LTS0174960
• wikiData: Q104172242