2-Buta-1,3-dien-2-yl-1,3,8-trihydroxy-6-methylanthracene-9,10-dione

Details

• Internal ID: 37983ace-2467-46a1-af9f-c3e2dfa263d1
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2-buta-1,3-dien-2-yl-1,3,8-trihydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)O)C(=C)C=C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)O)C(=C)C=C)O
• InChI: InChI=1S/C19H14O5/c1-4-9(3)14-13(21)7-11-16(18(14)23)19(24)15-10(17(11)22)5-8(2)6-12(15)20/h4-7,20-21,23H,1,3H2,2H3
• InChI Key: HMYNHWYIDFTCMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₅
• Molecular Weight: 322.30 g/mol
• Exact Mass: 322.08412354 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	-	0.6091	60.91%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7630	76.30%
OATP2B1 inhibitior	-	0.6920	69.20%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.9315	93.15%
P-glycoprotein inhibitior	-	0.8333	83.33%
P-glycoprotein substrate	-	0.9414	94.14%
CYP3A4 substrate	-	0.5088	50.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.9228	92.28%
CYP2C19 inhibition	+	0.6687	66.87%
CYP2D6 inhibition	-	0.7754	77.54%
CYP1A2 inhibition	+	0.8862	88.62%
CYP2C8 inhibition	-	0.7000	70.00%
CYP inhibitory promiscuity	+	0.8324	83.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8475	84.75%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.9928	99.28%
Eye irritation	+	0.8884	88.84%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8188	81.88%
Ames mutagenesis	+	0.5777	57.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.7686	76.86%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6805	68.05%
skin sensitisation	+	0.5520	55.20%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7234	72.34%
Acute Oral Toxicity (c)	III	0.4388	43.88%
Estrogen receptor binding	+	0.7673	76.73%
Androgen receptor binding	+	0.6038	60.38%
Thyroid receptor binding	-	0.5674	56.74%
Glucocorticoid receptor binding	+	0.8267	82.67%
Aromatase binding	+	0.6359	63.59%
PPAR gamma	+	0.6667	66.67%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.05%	89.00%
CHEMBL4208	P20618	Proteasome component C5	90.99%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	90.10%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.13%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	84.77%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.89%	97.21%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.61%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.58%	90.71%

Plants that contains it

• Psorospermum glaberrimum

Cross-Links

• PubChem: 162983347
• LOTUS: LTS0038884
• wikiData: Q105030750