Alkannan

Details

• Internal ID: c0f75d2a-b19a-438e-a775-08608e06077c
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-2-(4-methylpentyl)naphthalene-1,4-dione
• SMILES (Canonical): CC(C)CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
• SMILES (Isomeric): CC(C)CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
• InChI: InChI=1S/C16H18O4/c1-9(2)4-3-5-10-8-13(19)14-11(17)6-7-12(18)15(14)16(10)20/h6-9,17-18H,3-5H2,1-2H3
• InChI Key: CZCUIGLMMGPMLC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Alkanna
• 517-90-8
• 5,8-dihydroxy-2-(4-methylpentyl)naphthalene-1,4-dione
• SCHEMBL12810826
• DTXSID90199654
• Q27278359

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.5721	57.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8322	83.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7537	75.37%
BSEP inhibitior	-	0.8082	80.82%
P-glycoprotein inhibitior	-	0.9158	91.58%
P-glycoprotein substrate	-	0.7682	76.82%
CYP3A4 substrate	-	0.5470	54.70%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.7858	78.58%
CYP2C9 inhibition	+	0.8561	85.61%
CYP2C19 inhibition	+	0.5356	53.56%
CYP2D6 inhibition	-	0.6385	63.85%
CYP1A2 inhibition	+	0.9072	90.72%
CYP2C8 inhibition	-	0.9415	94.15%
CYP inhibitory promiscuity	+	0.7571	75.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8440	84.40%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.6717	67.17%
Skin irritation	-	0.6350	63.50%
Skin corrosion	-	0.8681	86.81%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6680	66.80%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6088	60.88%
skin sensitisation	+	0.5475	54.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7064	70.64%
Estrogen receptor binding	-	0.4741	47.41%
Androgen receptor binding	+	0.7135	71.35%
Thyroid receptor binding	-	0.5057	50.57%
Glucocorticoid receptor binding	+	0.6524	65.24%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.8524	85.24%
Honey bee toxicity	-	0.9631	96.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.12%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.11%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.69%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.77%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.67%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.92%	96.37%
CHEMBL1907	P15144	Aminopeptidase N	80.71%	93.31%

Plants that contains it

• Lithospermum erythrorhizon

Cross-Links

• PubChem: 5317321
• NPASS: NPC173806