Alternatone A

Details

• Internal ID: 17d9ab75-7be2-4635-9570-dbfffea22745
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1S,2R,11S,12S,20S)-7,15,20-trihydroxypentacyclo[10.7.1.02,11.03,8.014,19]icosa-3(8),4,6,14(19),15,17-hexaene-9,13-dione
• InChI: InChI=1S/C20H16O5/c21-11-5-1-3-8-14-10(7-13(23)15(8)11)18-19(24)16-9(17(14)20(18)25)4-2-6-12(16)22/h1-6,10,14,17-18,20-22,25H,7H2/t10-,14+,17+,18+,20-/m0/s1
• InChI Key: JGTRUZSFUZQJBG-NEUAYCJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.09977361 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (1S,2R,11S,12S,20S)-7,15,20-trihydroxypentacyclo[10.7.1.02,11.03,8.014,19]icosa-3(8),4,6,14(19),15,17-hexaene-9,13-dione
• (1S,2R,11S,12S,20S)-7,15,20-trihydroxypentacyclo(10.7.1.02,11.03,8.014,19)icosa-3(8),4,6,14(19),15,17-hexaene-9,13-dione
• RefChem:111549
• CHEMBL4436623
• CHEBI:225689

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	-	0.7331	73.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8108	81.08%
OATP2B1 inhibitior	-	0.5797	57.97%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7507	75.07%
P-glycoprotein inhibitior	-	0.9468	94.68%
P-glycoprotein substrate	-	0.8651	86.51%
CYP3A4 substrate	+	0.5337	53.37%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.7822	78.22%
CYP3A4 inhibition	-	0.7705	77.05%
CYP2C9 inhibition	+	0.6774	67.74%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.6948	69.48%
CYP1A2 inhibition	+	0.8252	82.52%
CYP2C8 inhibition	-	0.8446	84.46%
CYP inhibitory promiscuity	-	0.7760	77.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8287	82.87%
Carcinogenicity (trinary)	Non-required	0.4446	44.46%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.5893	58.93%
Skin irritation	+	0.5860	58.60%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7686	76.86%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.8271	82.71%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6692	66.92%
Acute Oral Toxicity (c)	II	0.4433	44.33%
Estrogen receptor binding	+	0.6438	64.38%
Androgen receptor binding	+	0.5684	56.84%
Thyroid receptor binding	-	0.6064	60.64%
Glucocorticoid receptor binding	+	0.6261	62.61%
Aromatase binding	-	0.5386	53.86%
PPAR gamma	+	0.8224	82.24%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9656	96.56%

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	97.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.47%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.35%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.67%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.27%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.39%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.58%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721284
• LOTUS: LTS0113081
• wikiData: Q105127699