Helinorbisabone

Details

• Internal ID: 168f2e28-5de7-4bc7-ba4c-b4de6cd0c41b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (E)-6-(2,5-dihydroxy-4-methylphenyl)-5-hydroxyhept-3-en-2-one
• SMILES (Canonical): CC1=CC(=C(C=C1O)C(C)C(C=CC(=O)C)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1O)C(C)C(/C=C/C(=O)C)O)O
• InChI: InChI=1S/C14H18O4/c1-8-6-14(18)11(7-13(8)17)10(3)12(16)5-4-9(2)15/h4-7,10,12,16-18H,1-3H3/b5-4+
• InChI Key: QUWXRNSZOIJARN-SNAWJCMRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• (3E)-6-(2,5-dihydroxy-4-methylphenyl)-5-hydroxyhept-3-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6243	62.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8950	89.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7811	78.11%
P-glycoprotein inhibitior	-	0.9699	96.99%
P-glycoprotein substrate	-	0.9109	91.09%
CYP3A4 substrate	-	0.5946	59.46%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	+	0.6109	61.09%
CYP2C9 inhibition	-	0.6981	69.81%
CYP2C19 inhibition	-	0.5479	54.79%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	+	0.7466	74.66%
CYP2C8 inhibition	-	0.8957	89.57%
CYP inhibitory promiscuity	-	0.5326	53.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7103	71.03%
Carcinogenicity (trinary)	Non-required	0.6923	69.23%
Eye corrosion	+	0.4497	44.97%
Eye irritation	-	0.8755	87.55%
Skin irritation	+	0.6638	66.38%
Skin corrosion	-	0.8499	84.99%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4791	47.91%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6903	69.03%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6469	64.69%
Acute Oral Toxicity (c)	III	0.8314	83.14%
Estrogen receptor binding	-	0.6196	61.96%
Androgen receptor binding	-	0.8348	83.48%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5524	55.24%
Aromatase binding	-	0.6524	65.24%
PPAR gamma	-	0.7694	76.94%
Honey bee toxicity	-	0.9014	90.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9794	97.94%

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	95.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.73%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.93%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.70%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.56%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.99%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.19%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.12%	99.17%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 10610669
• LOTUS: LTS0254214
• wikiData: Q105228473