Elliptinone

Details

• Internal ID: 0198484e-507f-4c44-a457-2cc611d63184
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 5-hydroxy-6-(1-hydroxy-6-methyl-5,8-dioxonaphthalen-2-yl)-2-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C2=C(C1=O)C=CC(=C2O)C3=C(C4=C(C=C3)C(=O)C(=CC4=O)C)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C1=O)C=CC(=C2O)C3=C(C4=C(C=C3)C(=O)C(=CC4=O)C)O
• InChI: InChI=1S/C22H14O6/c1-9-7-15(23)17-13(19(9)25)5-3-11(21(17)27)12-4-6-14-18(22(12)28)16(24)8-10(2)20(14)26/h3-8,27-28H,1-2H3
• InChI Key: TXVAHWOABLOYCD-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₄O₆
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.07903816 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 20175-85-3
• (2,2'-Binaphthalene)-5,5',8,8'-tetrone, 1,1'-dihydroxy-6,6'-dimethyl-
• [2,2'-Binaphthalene]-5,5',8,8'-tetrone, 1,1'-dihydroxy-6,6'-dimethyl-
• CHEMBL2023568
• DTXSID20942231
• TXVAHWOABLOYCD-UHFFFAOYSA-N
• 1,1'-Dihydroxy-6,6'-dimethyl-2,2'-binaphthalene-5,5',8,8'-tetrone
• 1,1'-Dihydroxy-6,6'-dimethyl[2,2'-binaphthalene]-5,5',8,8'-tetrone
• 5-hydroxy-6-(1-hydroxy-6-methyl-5,8-dioxo-2-naphthyl)-2-methyl-naphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.6441	64.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9018	90.18%
OATP2B1 inhibitior	+	0.5724	57.24%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7003	70.03%
P-glycoprotein inhibitior	-	0.7468	74.68%
P-glycoprotein substrate	-	0.9443	94.43%
CYP3A4 substrate	-	0.5986	59.86%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7006	70.06%
CYP2C9 inhibition	+	0.9592	95.92%
CYP2C19 inhibition	+	0.7766	77.66%
CYP2D6 inhibition	-	0.7041	70.41%
CYP1A2 inhibition	+	0.9159	91.59%
CYP2C8 inhibition	-	0.9546	95.46%
CYP inhibitory promiscuity	+	0.8403	84.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8088	80.88%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.9965	99.65%
Eye irritation	+	0.6686	66.86%
Skin irritation	-	0.5908	59.08%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5311	53.11%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7305	73.05%
skin sensitisation	-	0.6582	65.82%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5072	50.72%
Acute Oral Toxicity (c)	III	0.4962	49.62%
Estrogen receptor binding	+	0.7670	76.70%
Androgen receptor binding	+	0.7802	78.02%
Thyroid receptor binding	-	0.6337	63.37%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	-	0.7543	75.43%
PPAR gamma	+	0.7005	70.05%
Honey bee toxicity	-	0.9662	96.62%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	96.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.72%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.63%	96.67%
CHEMBL1951	P21397	Monoamine oxidase A	86.51%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.41%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.27%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%

Plants that contains it

• Barleria alluaudii
• Diospyros ebenum
• Diospyros elliptifolia
• Diospyros ismailii
• Diospyros kaki
• Diospyros maritima
• Diospyros paniculata
• Diospyros samoensis
• Diospyros siamang
• Plumbago zeylanica

Cross-Links

• PubChem: 146680
• NPASS: NPC55949
• ChEMBL: CHEMBL2023568
• LOTUS: LTS0268993
• wikiData: Q82919204