(5S)-5-hydroxy-9-methoxy-3,4,5-trimethylbenzo[f][1]benzofuran-8-one

Details

• Internal ID: 7fb47469-193f-425e-88c6-0adfa62cfcf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S)-5-hydroxy-9-methoxy-3,4,5-trimethylbenzo[f][1]benzofuran-8-one
• SMILES (Canonical): CC1=COC2=C(C3=C(C(=C12)C)C(C=CC3=O)(C)O)OC
• SMILES (Isomeric): CC1=COC2=C(C3=C(C(=C12)C)[C@@](C=CC3=O)(C)O)OC
• InChI: InChI=1S/C16H16O4/c1-8-7-20-15-11(8)9(2)13-12(14(15)19-4)10(17)5-6-16(13,3)18/h5-7,18H,1-4H3/t16-/m0/s1
• InChI Key: RDYCCMPPFVHNRL-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• 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	+	0.9953	99.53%
Caco-2	-	0.5340	53.40%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6800	68.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6701	67.01%
P-glycoprotein inhibitior	-	0.8133	81.33%
P-glycoprotein substrate	-	0.8824	88.24%
CYP3A4 substrate	+	0.5972	59.72%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	+	0.6707	67.07%
CYP2C9 inhibition	-	0.8175	81.75%
CYP2C19 inhibition	-	0.5088	50.88%
CYP2D6 inhibition	-	0.7845	78.45%
CYP1A2 inhibition	+	0.6241	62.41%
CYP2C8 inhibition	-	0.6445	64.45%
CYP inhibitory promiscuity	+	0.7400	74.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4745	47.45%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.7601	76.01%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7203	72.03%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	-	0.7885	78.85%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	II	0.6353	63.53%
Estrogen receptor binding	+	0.7028	70.28%
Androgen receptor binding	-	0.5334	53.34%
Thyroid receptor binding	-	0.5528	55.28%
Glucocorticoid receptor binding	+	0.6692	66.92%
Aromatase binding	+	0.5284	52.84%
PPAR gamma	+	0.6358	63.58%
Honey bee toxicity	-	0.9296	92.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9621	96.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.61%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.07%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.15%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.40%	98.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.26%	96.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.83%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.48%	91.07%

Plants that contains it

• Psacalium radulifolium

Cross-Links

• PubChem: 163105795
• LOTUS: LTS0273228
• wikiData: Q105234548