4-[2-(3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethyl]-2H-furan-5-one

Details

• Internal ID: d3bdb2e0-238f-414c-9f1a-5cf1cce0151b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[2-(3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethyl]-2H-furan-5-one
• SMILES (Canonical): CC1(CCCC2(C1CC(C(=C)C2CCC3=CCOC3=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(C(=C)C2CCC3=CCOC3=O)O)C)C
• InChI: InChI=1S/C20H30O3/c1-13-15(7-6-14-8-11-23-18(14)22)20(4)10-5-9-19(2,3)17(20)12-16(13)21/h8,15-17,21H,1,5-7,9-12H2,2-4H3
• InChI Key: FTEOKKHVMZMVFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.7016	70.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6738	67.38%
P-glycoprotein inhibitior	-	0.6047	60.47%
P-glycoprotein substrate	-	0.7854	78.54%
CYP3A4 substrate	+	0.6455	64.55%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.5347	53.47%
CYP2C9 inhibition	-	0.7878	78.78%
CYP2C19 inhibition	-	0.7138	71.38%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.7823	78.23%
CYP2C8 inhibition	-	0.6869	68.69%
CYP inhibitory promiscuity	-	0.8021	80.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7593	75.93%
Skin irritation	+	0.5423	54.23%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3629	36.29%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.7155	71.55%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4907	49.07%
Acute Oral Toxicity (c)	III	0.7368	73.68%
Estrogen receptor binding	+	0.7160	71.60%
Androgen receptor binding	+	0.6005	60.05%
Thyroid receptor binding	+	0.6163	61.63%
Glucocorticoid receptor binding	+	0.7758	77.58%
Aromatase binding	+	0.5805	58.05%
PPAR gamma	+	0.5590	55.90%
Honey bee toxicity	-	0.8106	81.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	97.77%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.76%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.96%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.61%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.53%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.92%	96.09%

Plants that contains it

• Acritopappus morii

Cross-Links

• PubChem: 162984921
• LOTUS: LTS0041961
• wikiData: Q105001005