Arnebin V

Details

• Internal ID: f437b230-fb88-4bc7-8037-84ffaebeaffa
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-2-(4-hydroxy-4-methylpentyl)naphthalene-1,4-dione
• SMILES (Canonical): CC(C)(CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O
• SMILES (Isomeric): CC(C)(CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O
• InChI: InChI=1S/C16H18O5/c1-16(2,21)7-3-4-9-8-12(19)13-10(17)5-6-11(18)14(13)15(9)20/h5-6,8,17-18,21H,3-4,7H2,1-2H3
• InChI Key: LFKCCNIPMWQFMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.5239	52.39%
Blood Brain Barrier	+	0.5355	53.55%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8081	80.81%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8106	81.06%
BSEP inhibitior	-	0.8486	84.86%
P-glycoprotein inhibitior	-	0.9469	94.69%
P-glycoprotein substrate	-	0.8407	84.07%
CYP3A4 substrate	-	0.5262	52.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.6771	67.71%
CYP2C9 inhibition	-	0.5479	54.79%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.8223	82.23%
CYP1A2 inhibition	+	0.6194	61.94%
CYP2C8 inhibition	-	0.8242	82.42%
CYP inhibitory promiscuity	-	0.5458	54.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.6072	60.72%
Eye corrosion	-	0.9937	99.37%
Eye irritation	+	0.5250	52.50%
Skin irritation	-	0.6061	60.61%
Skin corrosion	-	0.8863	88.63%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7383	73.83%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5788	57.88%
skin sensitisation	-	0.5884	58.84%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5939	59.39%
Acute Oral Toxicity (c)	III	0.5299	52.99%
Estrogen receptor binding	+	0.7014	70.14%
Androgen receptor binding	+	0.7159	71.59%
Thyroid receptor binding	+	0.6641	66.41%
Glucocorticoid receptor binding	+	0.8019	80.19%
Aromatase binding	+	0.5962	59.62%
PPAR gamma	+	0.9139	91.39%
Honey bee toxicity	-	0.9539	95.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	96.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.03%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.03%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.38%	96.37%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.62%	80.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.02%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.97%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	81.92%	91.49%

Plants that contains it

• Arnebia speciosa

Cross-Links

• PubChem: 85786789
• LOTUS: LTS0023061
• wikiData: Q105151049