2-[(6Z)-2,9-dimethyldeca-2,6,8-trien-5-yl]-5,8-dihydroxynaphthalene-1,4-dione

Details

• Internal ID: e91d3556-5ac7-40aa-b75e-12bbfd22230d
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2-[(6Z)-2,9-dimethyldeca-2,6,8-trien-5-yl]-5,8-dihydroxynaphthalene-1,4-dione
• SMILES (Canonical): CC(=CCC(C=CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C
• SMILES (Isomeric): CC(=CCC(/C=C\C=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C
• InChI: InChI=1S/C22H24O4/c1-13(2)6-5-7-15(9-8-14(3)4)16-12-19(25)20-17(23)10-11-18(24)21(20)22(16)26/h5-8,10-12,15,23-24H,9H2,1-4H3/b7-5-
• InChI Key: SDAYTYODDHCCHB-ALCCZGGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

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	+	0.6392	63.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	-	0.5829	58.29%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.8934	89.34%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6818	68.18%
P-glycoprotein inhibitior	-	0.6723	67.23%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	-	0.5080	50.80%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8181	81.81%
CYP2C9 inhibition	+	0.9124	91.24%
CYP2C19 inhibition	+	0.7823	78.23%
CYP2D6 inhibition	-	0.5665	56.65%
CYP1A2 inhibition	+	0.9194	91.94%
CYP2C8 inhibition	-	0.7885	78.85%
CYP inhibitory promiscuity	+	0.8460	84.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8563	85.63%
Carcinogenicity (trinary)	Non-required	0.6482	64.82%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7073	70.73%
Skin irritation	-	0.6088	60.88%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4770	47.70%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5605	56.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.7410	74.10%
Estrogen receptor binding	+	0.8182	81.82%
Androgen receptor binding	+	0.6678	66.78%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	+	0.5775	57.75%
PPAR gamma	+	0.8533	85.33%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	97.14%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.88%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.12%	83.10%
CHEMBL4040	P28482	MAP kinase ERK2	87.96%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.24%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.08%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.58%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.27%	90.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.05%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.07%	97.21%

Plants that contains it

• Arnebia euchroma
• Lithospermum erythrorhizon

Cross-Links

• PubChem: 5318957
• NPASS: NPC225553