Corchoionol A

Details

• Internal ID: 813a358b-252d-49e0-8d7d-8024e77b92d5
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1R,3S,6S)-6-[(E,3S)-3-hydroxybut-1-enyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
• SMILES (Canonical): CC(C=CC12C(CC(CC1(O2)C)O)(C)C)O
• SMILES (Isomeric): C[C@@H](/C=C/[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C)O
• InChI: InChI=1S/C13H22O3/c1-9(14)5-6-13-11(2,3)7-10(15)8-12(13,4)16-13/h5-6,9-10,14-15H,7-8H2,1-4H3/b6-5+/t9-,10-,12+,13-/m0/s1
• InChI Key: BVNCCXWAZAZQNM-IDANVTIHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL1668471
• DTXSID801119977
• 189351-22-2
• (1R,3S,6S)-6-[(1E,3S)-3-Hydroxy-1-buten-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.8200	82.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4520	45.20%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7947	79.47%
P-glycoprotein inhibitior	-	0.9621	96.21%
P-glycoprotein substrate	-	0.9179	91.79%
CYP3A4 substrate	+	0.5052	50.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7294	72.94%
CYP3A4 inhibition	-	0.9151	91.51%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	-	0.7281	72.81%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.7860	78.60%
CYP2C8 inhibition	-	0.9396	93.96%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8320	83.20%
Carcinogenicity (trinary)	Non-required	0.5817	58.17%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.7119	71.19%
Skin irritation	-	0.5932	59.32%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8067	80.67%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6475	64.75%
skin sensitisation	+	0.5336	53.36%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6710	67.10%
Acute Oral Toxicity (c)	III	0.5681	56.81%
Estrogen receptor binding	-	0.7416	74.16%
Androgen receptor binding	+	0.6031	60.31%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.5427	54.27%
Aromatase binding	-	0.7050	70.50%
PPAR gamma	-	0.6562	65.62%
Honey bee toxicity	-	0.7893	78.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.7401	74.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.06%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	90.03%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	88.83%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.32%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	86.78%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.69%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL236	P41143	Delta opioid receptor	80.95%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.76%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.24%	96.77%

Plants that contains it

• Isodon excisus

Cross-Links

• PubChem: 10656857
• LOTUS: LTS0120538
• wikiData: Q104946654