Heliannuol A

Details

• Internal ID: 7eca8486-c581-45ff-b2a8-855218fb7d39
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (3S,6R)-2,2,6,9-tetramethyl-3,4,5,6-tetrahydro-1-benzoxocine-3,8-diol
• SMILES (Canonical): CC1CCC(C(OC2=C1C=C(C(=C2)C)O)(C)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H](C(OC2=C1C=C(C(=C2)C)O)(C)C)O
• InChI: InChI=1S/C15H22O3/c1-9-5-6-14(17)15(3,4)18-13-7-10(2)12(16)8-11(9)13/h7-9,14,16-17H,5-6H2,1-4H3/t9-,14+/m1/s1
• InChI Key: FWVBSUZWRAYTJB-OTYXRUKQSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3S,6R)-2,2,6,9-tetramethyl-3,4,5,6-tetrahydro-1-benzoxocine-3,8-diol
• 148054-17-5
• CHEBI:174308
• DTXSID801152632
• (3S,6R)-3,4,5,6-Tetrahydro-2,2,6,9-tetramethyl-2H-1-benzoxocin-3,8-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.7048	70.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6758	67.58%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.9627	96.27%
P-glycoprotein substrate	-	0.7813	78.13%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	+	0.6382	63.82%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.9149	91.49%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	+	0.6527	65.27%
CYP2C8 inhibition	-	0.5836	58.36%
CYP inhibitory promiscuity	-	0.9053	90.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.8508	85.08%
Skin irritation	-	0.5483	54.83%
Skin corrosion	-	0.8396	83.96%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6798	67.98%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.5302	53.02%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7182	71.82%
Acute Oral Toxicity (c)	III	0.7505	75.05%
Estrogen receptor binding	-	0.5405	54.05%
Androgen receptor binding	-	0.7488	74.88%
Thyroid receptor binding	+	0.7799	77.99%
Glucocorticoid receptor binding	-	0.5098	50.98%
Aromatase binding	-	0.7566	75.66%
PPAR gamma	+	0.5526	55.26%
Honey bee toxicity	-	0.9606	96.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8246	82.46%

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	99.00%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.77%	92.94%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	89.26%	90.24%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.53%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.48%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.53%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.83%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.43%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.36%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.26%	86.00%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 11230448
• LOTUS: LTS0268510
• wikiData: Q105003594