4-(Furan-3-yl)-2,10,11-trimethyl-5,12-dioxatetracyclo[8.5.0.02,7.011,13]pentadecane-6,9-dione

Details

• Internal ID: 10cbb3ce-61e2-419f-a652-e8df5ede4f69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-(furan-3-yl)-2,10,11-trimethyl-5,12-dioxatetracyclo[8.5.0.02,7.011,13]pentadecane-6,9-dione
• SMILES (Canonical): CC12CC(OC(=O)C1CC(=O)C3(C2CCC4C3(O4)C)C)C5=COC=C5
• SMILES (Isomeric): CC12CC(OC(=O)C1CC(=O)C3(C2CCC4C3(O4)C)C)C5=COC=C5
• InChI: InChI=1S/C20H24O5/c1-18-9-13(11-6-7-23-10-11)24-17(22)12(18)8-15(21)19(2)14(18)4-5-16-20(19,3)25-16/h6-7,10,12-14,16H,4-5,8-9H2,1-3H3
• InChI Key: ZFBBUECJBMIEED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.5994	59.94%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7199	71.99%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.7567	75.67%
OATP1B3 inhibitior	+	0.9794	97.94%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6590	65.90%
P-glycoprotein inhibitior	-	0.6224	62.24%
P-glycoprotein substrate	-	0.7026	70.26%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	+	0.5407	54.07%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.8501	85.01%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.7399	73.99%
CYP2C8 inhibition	-	0.6450	64.50%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6242	62.42%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9753	97.53%
Skin irritation	-	0.6493	64.93%
Skin corrosion	-	0.8132	81.32%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7676	76.76%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6436	64.36%
Acute Oral Toxicity (c)	III	0.4042	40.42%
Estrogen receptor binding	+	0.9404	94.04%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.7260	72.60%
PPAR gamma	-	0.5054	50.54%
Honey bee toxicity	-	0.7958	79.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.49%	85.14%
CHEMBL2039	P27338	Monoamine oxidase B	89.36%	92.51%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.69%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.28%	85.11%
CHEMBL3524	P56524	Histone deacetylase 4	85.90%	92.97%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.62%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.39%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.00%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.52%	94.45%

Plants that contains it

• Nannoglottis ravida

Cross-Links

• PubChem: 162862525
• LOTUS: LTS0232159
• wikiData: Q105373958