5'-(Furan-3-yl)-8-methylspiro[1,3a,4,5,6,6a,8,9-octahydrobenzo[d][2]benzofuran-7,3'-oxolane]-2',3,10-trione

Details

• Internal ID: dbeefc3f-a1a6-4858-b926-8e35d89ab0a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5'-(furan-3-yl)-8-methylspiro[1,3a,4,5,6,6a,8,9-octahydrobenzo[d][2]benzofuran-7,3'-oxolane]-2',3,10-trione
• SMILES (Canonical): CC1CC(=O)C23COC(=O)C2CCCC3C14CC(OC4=O)C5=COC=C5
• SMILES (Isomeric): CC1CC(=O)C23COC(=O)C2CCCC3C14CC(OC4=O)C5=COC=C5
• InChI: InChI=1S/C20H22O6/c1-11-7-16(21)20-10-25-17(22)13(20)3-2-4-15(20)19(11)8-14(26-18(19)23)12-5-6-24-9-12/h5-6,9,11,13-15H,2-4,7-8,10H2,1H3
• InChI Key: WZRICMNGPGNPSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 6
• 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	+	0.9954	99.54%
Caco-2	+	0.5069	50.69%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7930	79.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7005	70.05%
P-glycoprotein inhibitior	-	0.6406	64.06%
P-glycoprotein substrate	-	0.6413	64.13%
CYP3A4 substrate	+	0.5902	59.02%
CYP2C9 substrate	+	0.5954	59.54%
CYP2D6 substrate	-	0.8093	80.93%
CYP3A4 inhibition	-	0.7304	73.04%
CYP2C9 inhibition	-	0.6844	68.44%
CYP2C19 inhibition	-	0.7399	73.99%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	-	0.6957	69.57%
CYP inhibitory promiscuity	-	0.9174	91.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5314	53.14%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9730	97.30%
Skin irritation	-	0.7415	74.15%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7568	75.68%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7856	78.56%
skin sensitisation	-	0.9374	93.74%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8166	81.66%
Acute Oral Toxicity (c)	III	0.6284	62.84%
Estrogen receptor binding	+	0.8766	87.66%
Androgen receptor binding	+	0.6578	65.78%
Thyroid receptor binding	-	0.5913	59.13%
Glucocorticoid receptor binding	+	0.6552	65.52%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	-	0.5841	58.41%
Honey bee toxicity	-	0.8504	85.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	94.92%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.63%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.79%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.13%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.65%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.65%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.48%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.47%	97.05%

Plants that contains it

• Teucrium bidentatum
• Teucrium montbretii
• Teucrium scordium

Cross-Links

• PubChem: 14396806
• LOTUS: LTS0259057
• wikiData: Q105323418