Cribrarione B

Details

• Internal ID: e752fff3-db6c-40a8-9b33-c9ea5c029601
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 4,5,8-trihydroxy-6-(1-hydroxyethyl)naphthalene-1,2-dione
• SMILES (Canonical): CC(C1=CC(=C2C(=C1O)C(=CC(=O)C2=O)O)O)O
• SMILES (Isomeric): CC(C1=CC(=C2C(=C1O)C(=CC(=O)C2=O)O)O)O
• InChI: InChI=1S/C12H10O6/c1-4(13)5-2-6(14)10-9(11(5)17)7(15)3-8(16)12(10)18/h2-4,13-15,17H,1H3
• InChI Key: GMPMHBSGNWRGNG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₆
• Molecular Weight: 250.20 g/mol
• Exact Mass: 250.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEMBL504384
• 4,5,8-trihydroxy-6-(1-hydroxyethyl)naphthalene-1,2-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.7613	76.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6784	67.84%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.9412	94.12%
P-glycoprotein inhibitior	-	0.9631	96.31%
P-glycoprotein substrate	-	0.8827	88.27%
CYP3A4 substrate	-	0.5910	59.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.6507	65.07%
CYP2C9 inhibition	+	0.9367	93.67%
CYP2C19 inhibition	-	0.5997	59.97%
CYP2D6 inhibition	-	0.7757	77.57%
CYP1A2 inhibition	+	0.8800	88.00%
CYP2C8 inhibition	-	0.9607	96.07%
CYP inhibitory promiscuity	+	0.7556	75.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9092	90.92%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9789	97.89%
Eye irritation	+	0.7040	70.40%
Skin irritation	+	0.7027	70.27%
Skin corrosion	-	0.7417	74.17%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8625	86.25%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5213	52.13%
skin sensitisation	+	0.6901	69.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7501	75.01%
Acute Oral Toxicity (c)	III	0.5054	50.54%
Estrogen receptor binding	+	0.5326	53.26%
Androgen receptor binding	-	0.6145	61.45%
Thyroid receptor binding	-	0.6633	66.33%
Glucocorticoid receptor binding	+	0.6860	68.60%
Aromatase binding	-	0.7358	73.58%
PPAR gamma	-	0.5416	54.16%
Honey bee toxicity	-	0.9223	92.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.38%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.88%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.11%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.62%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.85%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.61%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.29%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.99%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.40%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.06%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.17%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10332320
• LOTUS: LTS0023372
• wikiData: Q77503371