1,3,8,10-Tetrahydroxy-6-methyl-10-(3-methylbut-2-enyl)anthracen-9-one

Details

• Internal ID: b4a91ac3-b96e-47d5-bbda-051d83fe1112
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 1,3,8,10-tetrahydroxy-6-methyl-10-(3-methylbut-2-enyl)anthracen-9-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(CC=C(C)C)O)C=C(C=C3O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(CC=C(C)C)O)C=C(C=C3O)O
• InChI: InChI=1S/C20H20O5/c1-10(2)4-5-20(25)13-6-11(3)7-15(22)17(13)19(24)18-14(20)8-12(21)9-16(18)23/h4,6-9,21-23,25H,5H2,1-3H3
• InChI Key: FTMNXEKAJMRSBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6941	69.41%
OATP2B1 inhibitior	-	0.5572	55.72%
OATP1B1 inhibitior	+	0.8890	88.90%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7868	78.68%
P-glycoprotein inhibitior	-	0.7855	78.55%
P-glycoprotein substrate	-	0.8855	88.55%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.6120	61.20%
CYP2C9 inhibition	+	0.5211	52.11%
CYP2C19 inhibition	+	0.7042	70.42%
CYP2D6 inhibition	-	0.7023	70.23%
CYP1A2 inhibition	+	0.6565	65.65%
CYP2C8 inhibition	-	0.7692	76.92%
CYP inhibitory promiscuity	+	0.7363	73.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9111	91.11%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9930	99.30%
Eye irritation	+	0.8355	83.55%
Skin irritation	-	0.7039	70.39%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6995	69.95%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	+	0.5254	52.54%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7393	73.93%
Acute Oral Toxicity (c)	III	0.7487	74.87%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.6282	62.82%
Thyroid receptor binding	-	0.5463	54.63%
Glucocorticoid receptor binding	+	0.8754	87.54%
Aromatase binding	+	0.5857	58.57%
PPAR gamma	+	0.8462	84.62%
Honey bee toxicity	-	0.8625	86.25%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.43%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.15%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.28%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.64%	93.40%
CHEMBL4208	P20618	Proteasome component C5	87.96%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.63%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.22%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.48%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.25%	80.00%

Plants that contains it

• Psorospermum tenuifolium

Cross-Links

• PubChem: 162878047
• LOTUS: LTS0041992
• wikiData: Q105001130