8-[(2R)-2-hydroxy-4-methylpent-3-enyl]-7-methyl-3-propan-2-ylnaphthalene-1,2-dione

Details

• Internal ID: ed46c08a-62e7-467b-aedd-5cbf1fcb6fb9
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 8-[(2R)-2-hydroxy-4-methylpent-3-enyl]-7-methyl-3-propan-2-ylnaphthalene-1,2-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C=C(C(=O)C2=O)C(C)C)CC(C=C(C)C)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C=C(C(=O)C2=O)C(C)C)C[C@H](C=C(C)C)O
• InChI: InChI=1S/C20H24O3/c1-11(2)8-15(21)10-17-13(5)6-7-14-9-16(12(3)4)19(22)20(23)18(14)17/h6-9,12,15,21H,10H2,1-5H3/t15-/m0/s1
• InChI Key: WWBQNGTWPSERDV-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8379	83.79%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6510	65.10%
P-glycoprotein inhibitior	-	0.7601	76.01%
P-glycoprotein substrate	-	0.8271	82.71%
CYP3A4 substrate	-	0.5082	50.82%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.7958	79.58%
CYP3A4 inhibition	-	0.7096	70.96%
CYP2C9 inhibition	+	0.6217	62.17%
CYP2C19 inhibition	+	0.5223	52.23%
CYP2D6 inhibition	-	0.6177	61.77%
CYP1A2 inhibition	+	0.6130	61.30%
CYP2C8 inhibition	-	0.8144	81.44%
CYP inhibitory promiscuity	+	0.5172	51.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8818	88.18%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8711	87.11%
Skin irritation	-	0.5788	57.88%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6534	65.34%
Micronuclear	-	0.6826	68.26%
Hepatotoxicity	-	0.5237	52.37%
skin sensitisation	+	0.6872	68.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6061	60.61%
Acute Oral Toxicity (c)	III	0.7104	71.04%
Estrogen receptor binding	+	0.5716	57.16%
Androgen receptor binding	+	0.5437	54.37%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	-	0.5467	54.67%
PPAR gamma	+	0.6648	66.48%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.83%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.69%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.59%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.14%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.11%	90.71%

Plants that contains it

• Salvia limbata

Cross-Links

• PubChem: 162965230
• LOTUS: LTS0043976
• wikiData: Q105313914