(4aR,7aR)-4,4,7a-trimethyl-4a,5-dihydro-3H-furo[3,4-b]pyran-2,7-dione

Details

• Internal ID: d97edd8b-58d5-437c-976b-474a0965c071
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (4aR,7aR)-4,4,7a-trimethyl-4a,5-dihydro-3H-furo[3,4-b]pyran-2,7-dione
• SMILES (Canonical): CC1(CC(=O)OC2(C1COC2=O)C)C
• SMILES (Isomeric): C[C@@]12[C@@H](COC1=O)C(CC(=O)O2)(C)C
• InChI: InChI=1S/C10H14O4/c1-9(2)4-7(11)14-10(3)6(9)5-13-8(10)12/h6H,4-5H2,1-3H3/t6-,10+/m0/s1
• InChI Key: ZMZOWXXWRCOMBJ-QUBYGPBYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	+	0.6150	61.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7176	71.76%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9545	95.45%
P-glycoprotein inhibitior	-	0.9266	92.66%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.5118	51.18%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.8915	89.15%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.8453	84.53%
CYP2C8 inhibition	-	0.9551	95.51%
CYP inhibitory promiscuity	-	0.9747	97.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9736	97.36%
Eye irritation	+	0.7544	75.44%
Skin irritation	-	0.7383	73.83%
Skin corrosion	-	0.7464	74.64%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7546	75.46%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.7875	78.75%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7612	76.12%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	-	0.6725	67.25%
Androgen receptor binding	-	0.6437	64.37%
Thyroid receptor binding	-	0.8727	87.27%
Glucocorticoid receptor binding	-	0.9109	91.09%
Aromatase binding	-	0.8362	83.62%
PPAR gamma	-	0.8318	83.18%
Honey bee toxicity	-	0.8520	85.20%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9166	91.66%

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	92.26%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.35%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.88%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.97%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.94%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.90%	99.23%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 11095589
• NPASS: NPC191256
• LOTUS: LTS0171600
• wikiData: Q105379873