(5S)-9-methoxy-4-(methoxymethyl)-3,5-dimethyl-5,6-dihydrobenzo[f][1]benzofuran

Details

• Internal ID: 19fbb007-0f50-48b0-8d56-609bffaa76f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S)-9-methoxy-4-(methoxymethyl)-3,5-dimethyl-5,6-dihydrobenzo[f][1]benzofuran
• SMILES (Canonical): CC1CC=CC2=C1C(=C3C(=COC3=C2OC)C)COC
• SMILES (Isomeric): C[C@H]1CC=CC2=C1C(=C3C(=COC3=C2OC)C)COC
• InChI: InChI=1S/C17H20O3/c1-10-6-5-7-12-14(10)13(9-18-3)15-11(2)8-20-17(15)16(12)19-4/h5,7-8,10H,6,9H2,1-4H3/t10-/m0/s1
• InChI Key: CGLAZNJYDWVCGA-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8056	80.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6154	61.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5882	58.82%
P-glycoprotein inhibitior	-	0.8691	86.91%
P-glycoprotein substrate	-	0.7021	70.21%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6960	69.60%
CYP3A4 inhibition	-	0.6362	63.62%
CYP2C9 inhibition	+	0.6130	61.30%
CYP2C19 inhibition	+	0.7365	73.65%
CYP2D6 inhibition	-	0.6434	64.34%
CYP1A2 inhibition	+	0.8312	83.12%
CYP2C8 inhibition	+	0.5286	52.86%
CYP inhibitory promiscuity	+	0.9087	90.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8818	88.18%
Carcinogenicity (trinary)	Non-required	0.4834	48.34%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.8849	88.49%
Skin irritation	-	0.8475	84.75%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	+	0.5955	59.55%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5267	52.67%
skin sensitisation	-	0.5510	55.10%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9114	91.14%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	-	0.5851	58.51%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	+	0.6180	61.80%
Glucocorticoid receptor binding	-	0.6121	61.21%
Aromatase binding	-	0.5332	53.32%
PPAR gamma	-	0.5351	53.51%
Honey bee toxicity	-	0.8147	81.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	95.69%	91.11%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	90.70%	90.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.21%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.18%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.19%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.56%	92.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.79%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%

Plants that contains it

• Trichilia martiana

Cross-Links

• PubChem: 101410363
• LOTUS: LTS0019509
• wikiData: Q104957815