Helilupolone

Details

• Internal ID: 9001cf53-16e5-4d23-8dde-377c1d1f6dfe
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 3,5-dihydroxy-4,6,6-tris(3-methylbut-2-enyl)-2-(3-phenylpropanoyl)cyclohexa-2,4-dien-1-one
• SMILES (Canonical): CC(=CCC1=C(C(C(=O)C(=C1O)C(=O)CCC2=CC=CC=C2)(CC=C(C)C)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(C(=O)C(=C1O)C(=O)CCC2=CC=CC=C2)(CC=C(C)C)CC=C(C)C)O)C
• InChI: InChI=1S/C30H38O4/c1-20(2)12-14-24-27(32)26(25(31)15-13-23-10-8-7-9-11-23)29(34)30(28(24)33,18-16-21(3)4)19-17-22(5)6/h7-12,16-17,32-33H,13-15,18-19H2,1-6H3
• InChI Key: LFFGARMIFWEHDF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₄
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.27700969 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• CHEBI:186455
• LMPK12120593
• 3,5-dihydroxy-4,6,6-tris(3-methylbut-2-enyl)-2-(3-phenylpropanoyl)cyclohexa-2,4-dien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.6466	64.66%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8784	87.84%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.8738	87.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9699	96.99%
P-glycoprotein inhibitior	+	0.6440	64.40%
P-glycoprotein substrate	-	0.6377	63.77%
CYP3A4 substrate	+	0.5544	55.44%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.7867	78.67%
CYP2C9 inhibition	-	0.5419	54.19%
CYP2C19 inhibition	-	0.5614	56.14%
CYP2D6 inhibition	-	0.8764	87.64%
CYP1A2 inhibition	-	0.8466	84.66%
CYP2C8 inhibition	-	0.6014	60.14%
CYP inhibitory promiscuity	-	0.6223	62.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8762	87.62%
Carcinogenicity (trinary)	Non-required	0.7289	72.89%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.6807	68.07%
Skin irritation	-	0.6657	66.57%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7048	70.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6211	62.11%
skin sensitisation	-	0.5632	56.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4824	48.24%
Acute Oral Toxicity (c)	III	0.5267	52.67%
Estrogen receptor binding	+	0.8717	87.17%
Androgen receptor binding	+	0.6165	61.65%
Thyroid receptor binding	+	0.5256	52.56%
Glucocorticoid receptor binding	+	0.7997	79.97%
Aromatase binding	+	0.6756	67.56%
PPAR gamma	+	0.8836	88.36%
Honey bee toxicity	-	0.8570	85.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.28%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	95.78%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.04%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.91%	95.50%

Plants that contains it

• Helichrysum tenuiculum

Cross-Links

• PubChem: 42607731
• LOTUS: LTS0238694
• wikiData: Q105150990