5'-(furan-3-yl)-2-hydroxy-5,7a,7b-trimethylspiro[2,5,6,7-tetrahydro-1aH-naphtho[1,2-b]oxirene-4,3'-oxolane]-2'-one

Details

• Internal ID: 862cd79c-4f6c-44b4-8ae1-0ccec890405a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5'-(furan-3-yl)-2-hydroxy-5,7a,7b-trimethylspiro[2,5,6,7-tetrahydro-1aH-naphtho[1,2-b]oxirene-4,3'-oxolane]-2'-one
• SMILES (Canonical): CC1CCC2(C(=CC(C3C2(O3)C)O)C14CC(OC4=O)C5=COC=C5)C
• SMILES (Isomeric): CC1CCC2(C(=CC(C3C2(O3)C)O)C14CC(OC4=O)C5=COC=C5)C
• InChI: InChI=1S/C20H24O5/c1-11-4-6-18(2)15(8-13(21)16-19(18,3)25-16)20(11)9-14(24-17(20)22)12-5-7-23-10-12/h5,7-8,10-11,13-14,16,21H,4,6,9H2,1-3H3
• InChI Key: ISOVADWDKCQELP-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): 72.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 5
• 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	+	0.9935	99.35%
Caco-2	+	0.6464	64.64%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8014	80.14%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7270	72.70%
P-glycoprotein inhibitior	-	0.7361	73.61%
P-glycoprotein substrate	-	0.6598	65.98%
CYP3A4 substrate	+	0.6511	65.11%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.7818	78.18%
CYP3A4 inhibition	+	0.5220	52.20%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.5286	52.86%
CYP2C8 inhibition	-	0.6148	61.48%
CYP inhibitory promiscuity	-	0.8789	87.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4046	40.46%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9846	98.46%
Skin irritation	-	0.5703	57.03%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7612	76.12%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.3247	32.47%
Estrogen receptor binding	+	0.8504	85.04%
Androgen receptor binding	+	0.7048	70.48%
Thyroid receptor binding	+	0.6857	68.57%
Glucocorticoid receptor binding	+	0.7522	75.22%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	-	0.6241	62.41%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6749	67.49%
Fish aquatic toxicity	+	0.9964	99.64%

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	92.66%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.50%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.44%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.55%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.69%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%

Plants that contains it

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 14707158
• LOTUS: LTS0245347
• wikiData: Q105119681