(3S,3aS,5aR,6S,9bS)-6-hydroxy-3,5a,6,9-tetramethyl-3a,4,5,9b-tetrahydro-3H-furo[2,3-f]isochromene-2,8-dione

Details

• Internal ID: e950f760-b166-4652-a2f0-12f1054895cd
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (3S,3aS,5aR,6S,9bS)-6-hydroxy-3,5a,6,9-tetramethyl-3a,4,5,9b-tetrahydro-3H-furo[2,3-f]isochromene-2,8-dione
• SMILES (Canonical): CC1C2CCC3(C(=C(C(=O)OC3(C)O)C)C2OC1=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@@]3(C(=C(C(=O)O[C@]3(C)O)C)[C@H]2OC1=O)C
• InChI: InChI=1S/C15H20O5/c1-7-9-5-6-14(3)10(11(9)19-12(7)16)8(2)13(17)20-15(14,4)18/h7,9,11,18H,5-6H2,1-4H3/t7-,9-,11-,14+,15-/m0/s1
• InChI Key: SYZLVXRRFXCJJU-LXJYESBISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.7378	73.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.8582	85.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6374	63.74%
BSEP inhibitior	-	0.8882	88.82%
P-glycoprotein inhibitior	-	0.8854	88.54%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7836	78.36%
CYP2C9 inhibition	-	0.7956	79.56%
CYP2C19 inhibition	-	0.9286	92.86%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	+	0.5709	57.09%
CYP2C8 inhibition	-	0.9097	90.97%
CYP inhibitory promiscuity	-	0.8706	87.06%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4447	44.47%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9186	91.86%
Skin irritation	+	0.5881	58.81%
Skin corrosion	-	0.7768	77.68%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4931	49.31%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7732	77.32%
skin sensitisation	-	0.7461	74.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.3642	36.42%
Estrogen receptor binding	+	0.6701	67.01%
Androgen receptor binding	+	0.6502	65.02%
Thyroid receptor binding	+	0.5755	57.55%
Glucocorticoid receptor binding	-	0.7008	70.08%
Aromatase binding	-	0.7008	70.08%
PPAR gamma	-	0.5632	56.32%
Honey bee toxicity	-	0.8426	84.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.84%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.96%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.74%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.47%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.99%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.64%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.81%	97.09%

Plants that contains it

• Artemisia judaica

Cross-Links

• PubChem: 14021320
• LOTUS: LTS0109423
• wikiData: Q105263893