Anhydroalkannin

Details

• Internal ID: c79aa9c6-f038-41ed-aa71-624fe0d77f18
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-2-[(1E)-4-methylpenta-1,3-dienyl]naphthalene-1,4-dione
• SMILES (Canonical): CC(=CC=CC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C
• SMILES (Isomeric): CC(=C/C=C/C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C
• InChI: InChI=1S/C16H14O4/c1-9(2)4-3-5-10-8-13(19)14-11(17)6-7-12(18)15(14)16(10)20/h3-8,17-18H,1-2H3/b5-3+
• InChI Key: MQGKFAGKLNYJRE-HWKANZROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6889	68.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8910	89.10%
OATP2B1 inhibitior	-	0.7068	70.68%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6076	60.76%
P-glycoprotein inhibitior	-	0.8911	89.11%
P-glycoprotein substrate	-	0.9378	93.78%
CYP3A4 substrate	-	0.5631	56.31%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.7128	71.28%
CYP2C9 inhibition	+	0.9722	97.22%
CYP2C19 inhibition	+	0.8179	81.79%
CYP2D6 inhibition	-	0.5448	54.48%
CYP1A2 inhibition	+	0.9246	92.46%
CYP2C8 inhibition	-	0.9092	90.92%
CYP inhibitory promiscuity	+	0.8366	83.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8306	83.06%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.7679	76.79%
Skin irritation	-	0.5172	51.72%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7482	74.82%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6710	67.10%
skin sensitisation	+	0.6181	61.81%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8072	80.72%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.8432	84.32%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	-	0.5190	51.90%
Glucocorticoid receptor binding	+	0.8846	88.46%
Aromatase binding	+	0.8199	81.99%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.8946	89.46%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	95.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.33%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.48%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.37%	94.45%

Plants that contains it

• Arnebia euchroma
• Eucalyptus coccifera
• Rhizomnium magnifolium

Cross-Links

• PubChem: 101626182
• NPASS: NPC80280