5'-(Furan-3-yl)-4-hydroxy-3-(hydroxymethyl)-3,3a,6-trimethylspiro[2,4,5,6-tetrahydroindene-7,3'-oxolane]-2'-one

Details

• Internal ID: bc11983c-201e-413e-ad86-200f0f1c81d5
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5'-(furan-3-yl)-4-hydroxy-3-(hydroxymethyl)-3,3a,6-trimethylspiro[2,4,5,6-tetrahydroindene-7,3'-oxolane]-2'-one
• SMILES (Canonical): CC1CC(C2(C(=CCC2(C)CO)C13CC(OC3=O)C4=COC=C4)C)O
• SMILES (Isomeric): CC1CC(C2(C(=CCC2(C)CO)C13CC(OC3=O)C4=COC=C4)C)O
• InChI: InChI=1S/C20H26O5/c1-12-8-16(22)19(3)15(4-6-18(19,2)11-21)20(12)9-14(25-17(20)23)13-5-7-24-10-13/h4-5,7,10,12,14,16,21-22H,6,8-9,11H2,1-3H3
• InChI Key: CXLNJLQWQRYYHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 5
• 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	+	0.9933	99.33%
Caco-2	+	0.6119	61.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5545	55.45%
P-glycoprotein inhibitior	-	0.8591	85.91%
P-glycoprotein substrate	-	0.5808	58.08%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7754	77.54%
CYP3A4 inhibition	-	0.5557	55.57%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.8834	88.34%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	-	0.6199	61.99%
CYP inhibitory promiscuity	-	0.8133	81.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4207	42.07%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9861	98.61%
Skin irritation	-	0.5845	58.45%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7879	78.79%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7595	75.95%
skin sensitisation	-	0.8656	86.56%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5616	56.16%
Acute Oral Toxicity (c)	I	0.4496	44.96%
Estrogen receptor binding	+	0.8730	87.30%
Androgen receptor binding	+	0.6429	64.29%
Thyroid receptor binding	+	0.7129	71.29%
Glucocorticoid receptor binding	+	0.8603	86.03%
Aromatase binding	+	0.8762	87.62%
PPAR gamma	-	0.6041	60.41%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	94.47%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.27%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.02%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.72%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.67%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.28%	94.00%

Plants that contains it

• Ferula communis
• Microglossa pyrrhopappa

Cross-Links

• PubChem: 14707166
• LOTUS: LTS0167028
• wikiData: Q104979508