2,3-Dihydroxy-6-(5-hydroxy-4-methylpent-3-enyl)anthracene-9,10-dione

Details

• Internal ID: 58dc1815-366d-4b44-a1b1-a2b183d270d5
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2,3-dihydroxy-6-(5-hydroxy-4-methylpent-3-enyl)anthracene-9,10-dione
• SMILES (Canonical): CC(=CCCC1=CC2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)O)CO
• SMILES (Isomeric): CC(=CCCC1=CC2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)O)CO
• InChI: InChI=1S/C20H18O5/c1-11(10-21)3-2-4-12-5-6-13-14(7-12)20(25)16-9-18(23)17(22)8-15(16)19(13)24/h3,5-9,21-23H,2,4,10H2,1H3
• InChI Key: HUQNGKAAZKBQQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.7723	77.23%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8817	88.17%
OATP2B1 inhibitior	+	0.5684	56.84%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7037	70.37%
BSEP inhibitior	-	0.4866	48.66%
P-glycoprotein inhibitior	-	0.8619	86.19%
P-glycoprotein substrate	-	0.7878	78.78%
CYP3A4 substrate	-	0.5055	50.55%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7500	75.00%
CYP3A4 inhibition	-	0.6703	67.03%
CYP2C9 inhibition	-	0.5225	52.25%
CYP2C19 inhibition	-	0.5789	57.89%
CYP2D6 inhibition	-	0.7501	75.01%
CYP1A2 inhibition	+	0.8433	84.33%
CYP2C8 inhibition	-	0.8561	85.61%
CYP inhibitory promiscuity	-	0.6062	60.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.6381	63.81%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4652	46.52%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.7405	74.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6288	62.88%
Acute Oral Toxicity (c)	III	0.6563	65.63%
Estrogen receptor binding	+	0.8536	85.36%
Androgen receptor binding	+	0.7918	79.18%
Thyroid receptor binding	-	0.5941	59.41%
Glucocorticoid receptor binding	+	0.8681	86.81%
Aromatase binding	+	0.7360	73.60%
PPAR gamma	+	0.8754	87.54%
Honey bee toxicity	-	0.8285	82.85%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	99.41%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.75%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.82%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.03%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.69%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.74%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.19%	98.75%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.58%	96.37%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 162934182
• LOTUS: LTS0149199
• wikiData: Q105033980