(5S)-9-hydroxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-carbaldehyde

Details

• Internal ID: 305e96ca-23f1-4bca-9b85-f0434d225078
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S)-9-hydroxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-carbaldehyde
• SMILES (Canonical): CC1CCCC2=C1C(=C3C(=COC3=C2O)C)C=O
• SMILES (Isomeric): C[C@H]1CCCC2=C1C(=C3C(=COC3=C2O)C)C=O
• InChI: InChI=1S/C15H16O3/c1-8-4-3-5-10-12(8)11(6-16)13-9(2)7-18-15(13)14(10)17/h6-8,17H,3-5H2,1-2H3/t8-/m0/s1
• InChI Key: DPPNXGXKFMEGBU-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7629	76.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7550	75.50%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.7854	78.54%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8537	85.37%
P-glycoprotein inhibitior	-	0.9123	91.23%
P-glycoprotein substrate	-	0.8815	88.15%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.6024	60.24%
CYP2D6 substrate	-	0.7805	78.05%
CYP3A4 inhibition	-	0.7478	74.78%
CYP2C9 inhibition	-	0.6297	62.97%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8689	86.89%
CYP1A2 inhibition	+	0.9273	92.73%
CYP2C8 inhibition	-	0.6022	60.22%
CYP inhibitory promiscuity	-	0.6321	63.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5038	50.38%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8604	86.04%
Skin irritation	-	0.6437	64.37%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4538	45.38%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5782	57.82%
skin sensitisation	-	0.7568	75.68%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9195	91.95%
Acute Oral Toxicity (c)	III	0.6454	64.54%
Estrogen receptor binding	-	0.5219	52.19%
Androgen receptor binding	+	0.6142	61.42%
Thyroid receptor binding	-	0.6525	65.25%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6894	68.94%
PPAR gamma	+	0.5910	59.10%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	96.71%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.47%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.53%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.35%	93.56%
CHEMBL1951	P21397	Monoamine oxidase A	81.30%	91.49%

Plants that contains it

• Japonicalia delphiniifolia

Cross-Links

• PubChem: 13193507
• LOTUS: LTS0114868
• wikiData: Q104986648