Neodiospyrin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b78f214d-5a16-4405-b968-00eef7bd4825
Taxonomy	Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name	8-hydroxy-5-(8-hydroxy-6-methyl-1,4-dioxonaphthalen-2-yl)-6-methylnaphthalene-1,4-dione
SMILES (Canonical)	CC1=CC2=C(C(=C1)O)C(=O)C(=CC2=O)C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O
SMILES (Isomeric)	CC1=CC2=C(C(=C1)O)C(=O)C(=CC2=O)C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O
InChI	InChI=1S/C22H14O6/c1-9-5-11-15(25)8-12(22(28)19(11)16(26)6-9)18-10(2)7-17(27)20-13(23)3-4-14(24)21(18)20/h3-8,26-27H,1-2H3
InChI Key	LZAXNDGRDVWTFX-UHFFFAOYSA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₁₄O₆
Molecular Weight	374.30 g/mol
Exact Mass	374.07903816 g/mol
Topological Polar Surface Area (TPSA)	109.00 Å²
XlogP	3.70
Atomic LogP (AlogP)	3.11
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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33916-25-5

CHEMBL241392

BDBM93039

DTXSID60581789

CHEBI:172603

4,8'-Dihydroxy-2,6'-dimethyl[1,2'-binaphthalene]-1',4',5,8-tetrone

4,8'-Dihydroxy-2,6'-dimethyl[1,2'-binaphthalene]-1',4',5,8-tetrone, 9CI

8-hydroxy-2-(4-hydroxy-2-methyl-5,8-dioxo-1-naphthyl)-6-methyl-naphthalene-1,4-dione

8-hydroxy-5-(8-hydroxy-6-methyl-1,4-dioxonaphthalen-2-yl)-6-methylnaphthalene-1,4-dione

8-hydroxy-5-(8-hydroxy-6-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-6-methyl-1,4-dihydronaphthalene-1,4-dione

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6527	65.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9018	90.18%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5777	57.77%
P-glycoprotein inhibitior	-	0.8829	88.29%
P-glycoprotein substrate	-	0.9081	90.81%
CYP3A4 substrate	+	0.5087	50.87%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8665	86.65%
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	-	0.8471	84.71%
CYP inhibitory promiscuity	+	0.8403	84.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8088	80.88%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.9965	99.65%
Eye irritation	+	0.5364	53.64%
Skin irritation	-	0.5908	59.08%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7607	76.07%
skin sensitisation	-	0.6582	65.82%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4513	45.13%
Acute Oral Toxicity (c)	III	0.4962	49.62%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	-	0.7995	79.95%
Glucocorticoid receptor binding	+	0.5677	56.77%
Aromatase binding	-	0.7697	76.97%
PPAR gamma	+	0.6718	67.18%
Honey bee toxicity	-	0.9380	93.80%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.70%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.31%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	89.82%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.27%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.65%	93.40%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.37%	96.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.83%	96.95%
CHEMBL4208	P20618	Proteasome component C5	84.49%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.34%	93.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.65%	96.21%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.89%	95.52%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.