Helicobasidin

Details

• Internal ID: 190b6940-fa76-4686-a9a0-787275472abc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,5-dihydroxy-3-methyl-6-[(1S)-1,2,2-trimethylcyclopentyl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C15H20O4/c1-8-10(16)12(18)9(13(19)11(8)17)15(4)7-5-6-14(15,2)3/h16,19H,5-7H2,1-4H3/t15-/m1/s1
• InChI Key: KPGNDTNKPQVYPN-OAHLLOKOSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 13491-25-3
• U39G40LM41
• (S)-2,5-Dihydroxy-3-methyl-6-(1,2,2-trimethylcyclopentyl)-2,5-cyclohexadiene-1,4-dione
• 2,5-dihydroxy-3-methyl-6-[(1S)-1,2,2-trimethylcyclopentyl]cyclohexa-2,5-diene-1,4-dione
• 2,5-Dihydroxy-3-methyl-6-[(S)-1,2,2-trimethylcyclopentyl]-2,5-cyclohexadiene-1,4-dione
• UNII-U39G40LM41
• DTXSID00928816
• 2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3-methyl-6-(1,2,2-trimethylcyclopentyl)-, (S)-
• Q27290628
• 2,5-Dihydroxy-3-methyl-6-(1,2,2-trimethylcyclopentyl)cyclohexa-2,5-diene-1,4-dione
• P-BENZOQUINONE, 2,5-DIHYDROXY-3-METHYL-6-(1,2,2-TRIMETHYLCYCLOPENTYL)-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.8732	87.32%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8338	83.38%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	-	0.8723	87.23%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.9337	93.37%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.7059	70.59%
CYP2C19 inhibition	-	0.8489	84.89%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.7620	76.20%
CYP2C8 inhibition	-	0.9798	97.98%
CYP inhibitory promiscuity	-	0.8232	82.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8550	85.50%
Carcinogenicity (trinary)	Non-required	0.5796	57.96%
Eye corrosion	-	0.9846	98.46%
Eye irritation	+	0.8799	87.99%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5428	54.28%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6402	64.02%
skin sensitisation	-	0.5728	57.28%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.5019	50.19%
Estrogen receptor binding	+	0.6004	60.04%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	-	0.5462	54.62%
Glucocorticoid receptor binding	+	0.5758	57.58%
Aromatase binding	-	0.6357	63.57%
PPAR gamma	-	0.5213	52.13%
Honey bee toxicity	-	0.9509	95.09%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.37%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.60%	96.09%

Plants that contains it

• Ardisia sieboldii

Cross-Links

• PubChem: 166831
• LOTUS: LTS0019435
• wikiData: Q27290628