4a,5,7,8-Tetrahydroxy-3-methyl-1,2,3,4,5,6,6a,7,12a,12b-decahydrobenzo[a]anthracen-12-one

Details

• Internal ID: cf15e0b7-81c8-4eb8-a6fc-fe5a783e86b0
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 4a,5,7,8-tetrahydroxy-3-methyl-1,2,3,4,5,6,6a,7,12a,12b-decahydrobenzo[a]anthracen-12-one
• SMILES (Canonical): CC1CCC2C3C(CC(C2(C1)O)O)C(C4=C(C3=O)C=CC=C4O)O
• SMILES (Isomeric): CC1CCC2C3C(CC(C2(C1)O)O)C(C4=C(C3=O)C=CC=C4O)O
• InChI: InChI=1S/C19H24O5/c1-9-5-6-12-15-11(7-14(21)19(12,24)8-9)18(23)16-10(17(15)22)3-2-4-13(16)20/h2-4,9,11-12,14-15,18,20-21,23-24H,5-8H2,1H3
• InChI Key: XYBJVFHKXYSHOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.6209	62.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.9188	91.88%
P-glycoprotein inhibitior	-	0.9107	91.07%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6434	64.34%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	-	0.7796	77.96%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.8030	80.30%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	+	0.5749	57.49%
CYP2C8 inhibition	-	0.7938	79.38%
CYP inhibitory promiscuity	-	0.9664	96.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9615	96.15%
Skin irritation	+	0.5372	53.72%
Skin corrosion	-	0.8435	84.35%
Ames mutagenesis	+	0.5147	51.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.6593	65.93%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5720	57.20%
skin sensitisation	-	0.7600	76.00%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7740	77.40%
Acute Oral Toxicity (c)	III	0.6964	69.64%
Estrogen receptor binding	+	0.7497	74.97%
Androgen receptor binding	+	0.6786	67.86%
Thyroid receptor binding	+	0.6156	61.56%
Glucocorticoid receptor binding	+	0.7010	70.10%
Aromatase binding	+	0.5369	53.69%
PPAR gamma	+	0.5818	58.18%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	96.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.57%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.21%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.73%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.56%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.26%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.88%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	83.76%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78163546
• LOTUS: LTS0185275
• wikiData: Q104201445