3-(Hydroxymethyl)-5,8a-dimethyl-5,6,7,8,9,9a-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 434cc1c7-ca6d-4e0c-a038-18f34b7f2a62
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3-(hydroxymethyl)-5,8a-dimethyl-5,6,7,8,9,9a-hexahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCCC2(C1=CC3=C(C(=O)OC3C2)CO)C
• SMILES (Isomeric): CC1CCCC2(C1=CC3=C(C(=O)OC3C2)CO)C
• InChI: InChI=1S/C15H20O3/c1-9-4-3-5-15(2)7-13-10(6-12(9)15)11(8-16)14(17)18-13/h6,9,13,16H,3-5,7-8H2,1-2H3
• InChI Key: QBLRXHAPLQNELR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.36
• 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	+	0.9958	99.58%
Caco-2	+	0.8833	88.33%
Blood Brain Barrier	+	0.6781	67.81%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6656	66.56%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	+	0.6683	66.83%
BSEP inhibitior	-	0.7149	71.49%
P-glycoprotein inhibitior	-	0.8286	82.86%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.6957	69.57%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.6932	69.32%
CYP2C8 inhibition	-	0.7849	78.49%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.5191	51.91%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6224	62.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6146	61.46%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5940	59.40%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.5533	55.33%
Androgen receptor binding	-	0.5563	55.63%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	-	0.5889	58.89%
PPAR gamma	+	0.5803	58.03%
Honey bee toxicity	-	0.9356	93.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9806	98.06%

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	96.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.34%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.28%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.23%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.78%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	84.33%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%

Plants that contains it

• Inula helenium
• Inula racemosa
• Pulicaria insignis

Cross-Links

• PubChem: 25210800
• LOTUS: LTS0000492
• wikiData: Q105217906