5'-(Furan-3-yl)-2-hydroxy-11-(hydroxymethyl)-4-methylspiro[9-oxatricyclo[6.2.2.01,6]dodec-11-ene-5,3'-oxolane]-2'-one

Details

• Internal ID: fdb64fa7-58a8-4148-a2d9-8a2e236cb0bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5'-(furan-3-yl)-2-hydroxy-11-(hydroxymethyl)-4-methylspiro[9-oxatricyclo[6.2.2.01,6]dodec-11-ene-5,3'-oxolane]-2'-one
• SMILES (Canonical): CC1CC(C23COC(CC2C14CC(OC4=O)C5=COC=C5)C=C3CO)O
• SMILES (Isomeric): CC1CC(C23COC(CC2C14CC(OC4=O)C5=COC=C5)C=C3CO)O
• InChI: InChI=1S/C20H24O6/c1-11-4-17(22)20-10-25-14(5-13(20)8-21)6-16(20)19(11)7-15(26-18(19)23)12-2-3-24-9-12/h2-3,5,9,11,14-17,21-22H,4,6-8,10H2,1H3
• InChI Key: GFGDSISFOCNXIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.7058	70.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7555	75.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8092	80.92%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8464	84.64%
P-glycoprotein inhibitior	-	0.8264	82.64%
P-glycoprotein substrate	-	0.5521	55.21%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7936	79.36%
CYP3A4 inhibition	-	0.7925	79.25%
CYP2C9 inhibition	-	0.8477	84.77%
CYP2C19 inhibition	-	0.7767	77.67%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	-	0.5899	58.99%
CYP inhibitory promiscuity	-	0.8200	82.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5000	50.00%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9762	97.62%
Skin irritation	-	0.7125	71.25%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6605	66.05%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7042	70.42%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8365	83.65%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6208	62.08%
Acute Oral Toxicity (c)	I	0.4722	47.22%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.5878	58.78%
Thyroid receptor binding	-	0.5423	54.23%
Glucocorticoid receptor binding	+	0.7478	74.78%
Aromatase binding	+	0.7613	76.13%
PPAR gamma	-	0.5633	56.33%
Honey bee toxicity	-	0.7697	76.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9786	97.86%

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	96.34%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.93%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.60%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.71%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.85%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.63%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Teucrium salviastrum

Cross-Links

• PubChem: 163095198
• LOTUS: LTS0170739
• wikiData: Q105007518