Nordamnacanthal

Details

• Internal ID: 18de58c2-6ae3-46fc-a846-e24b2012802f
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3-dihydroxy-9,10-dioxoanthracene-2-carbaldehyde
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)C=O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)C=O)O
• InChI: InChI=1S/C15H8O5/c16-6-10-11(17)5-9-12(15(10)20)14(19)8-4-2-1-3-7(8)13(9)18/h1-6,17,20H
• InChI Key: NSGZEHPFOUCUHD-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₅
• Molecular Weight: 268.22 g/mol
• Exact Mass: 268.03717335 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 3736-59-2
• CCRIS 6442
• 1,3-DIHYDROXY-9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-CARBALDEHYDE
• 2-Anthracenecarboxaldehyde, 9,10-dihydro-1,3-dihydroxy-9,10-dioxo-
• CHEMBL2297225
• SCHEMBL16227182
• DTXSID10190805
• LS-188314
• 1,3-dihydroxy-9,10-dioxo-anthracene-2-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.5193	51.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	0.7040	70.40%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.8325	83.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8701	87.01%
P-glycoprotein inhibitior	-	0.9572	95.72%
P-glycoprotein substrate	-	0.9674	96.74%
CYP3A4 substrate	-	0.6127	61.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.6981	69.81%
CYP2C9 inhibition	+	0.8339	83.39%
CYP2C19 inhibition	-	0.5128	51.28%
CYP2D6 inhibition	-	0.7828	78.28%
CYP1A2 inhibition	+	0.8028	80.28%
CYP2C8 inhibition	-	0.8341	83.41%
CYP inhibitory promiscuity	-	0.5833	58.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8296	82.96%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9933	99.33%
Eye irritation	+	0.9426	94.26%
Skin irritation	+	0.7796	77.96%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9382	93.82%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6135	61.35%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5833	58.33%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.6494	64.94%
Thyroid receptor binding	-	0.6105	61.05%
Glucocorticoid receptor binding	+	0.8325	83.25%
Aromatase binding	+	0.6588	65.88%
PPAR gamma	+	0.8168	81.68%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.95%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.25%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.20%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.73%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.30%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.80%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.84%	99.15%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.07%	83.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.23%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.46%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.16%	93.03%

Plants that contains it

• Coelospermum paniculatum
• Croton steenkampianus
• Dalbergia odorifera
• Damnacanthus major
• Daphne aurantiaca
• Galium aparine
• Garcinia cantleyana
• Hymenodictyon orixense
• Knoxia roxburghii
• Lonicera korolkowii
• Morinda citrifolia
• Morinda lucida
• Neonauclea calycina
• Philotheca brucei
• Portulaca pilosa
• Prismatomeris fragrans
• Pteridium aquilinum
• Rennellia elliptica
• Rubia argyi
• Rubia cordifolia
• Rubia tinctorum
• Rubia wallichiana

Cross-Links

• PubChem: 160712
• NPASS: NPC73061
• ChEMBL: CHEMBL2297225
• LOTUS: LTS0209427
• wikiData: Q83063236