Impatienol

Details

• Internal ID: 7202d6b9-b2ef-4939-a75f-39b17a251129
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 4-hydroxy-3-[1-(1-hydroxy-3,4-dioxonaphthalen-2-yl)ethyl]naphthalene-1,2-dione
• InChI: InChI=1S/C22H14O6/c1-10(15-17(23)11-6-2-4-8-13(11)19(25)21(15)27)16-18(24)12-7-3-5-9-14(12)20(26)22(16)28/h2-10,23-24H,1H3
• InChI Key: MFQBALCZNOKWIP-UHFFFAOYSA-N
• Popularity: 5 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: 2.00
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• NSC92073
• NSC-92073
• CHEBI:72634
• 2,2'-ethylenebis(3-hydroxy-1,4-naphthoquinone)
• 2,2'-ethane-1,1-diylbis(3-hydroxy-1,4-naphthoquinone)
• NCIOpen2_009945
• SCHEMBL8011519
• DTXSID301226335
• 4-hydroxy-3-[1-(1-hydroxy-3,4-dioxonaphthalen-2-yl)ethyl]naphthalene-1,2-dione
• 177791-61-6
• 2,2'-ethylidenebis(3-hydroxy-1,4-naphthoquinone)
• 2,2'-Ethylidenebis[3-hydroxy-1,4-naphthalenedione]
• Q27140033
• 2,2'-(1,1-Ethanediyl)bis(3-hydroxy-1,4-naphthalenedione)
• 2-hydroxy-3-[1-(3-hydroxy-1,4-dioxo-2-naphthyl)ethyl]naphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.5798	57.98%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8088	80.88%
OATP2B1 inhibitior	+	0.5638	56.38%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5982	59.82%
P-glycoprotein inhibitior	-	0.8332	83.32%
P-glycoprotein substrate	-	0.9602	96.02%
CYP3A4 substrate	-	0.6689	66.89%
CYP2C9 substrate	-	0.8188	81.88%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8769	87.69%
CYP2C9 inhibition	+	0.9403	94.03%
CYP2C19 inhibition	+	0.5477	54.77%
CYP2D6 inhibition	-	0.6322	63.22%
CYP1A2 inhibition	+	0.9048	90.48%
CYP2C8 inhibition	-	0.9659	96.59%
CYP inhibitory promiscuity	+	0.6939	69.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8754	87.54%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.5437	54.37%
Skin irritation	+	0.5450	54.50%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7661	76.61%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.5269	52.69%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7873	78.73%
Acute Oral Toxicity (c)	III	0.3588	35.88%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.5823	58.23%
Thyroid receptor binding	-	0.7451	74.51%
Glucocorticoid receptor binding	-	0.6119	61.19%
Aromatase binding	-	0.6810	68.10%
PPAR gamma	-	0.5070	50.70%
Honey bee toxicity	-	0.9339	93.39%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.81%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.99%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.39%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.70%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.58%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.64%	96.67%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 260552
• LOTUS: LTS0147142
• wikiData: Q104667066