Marmelolactone B

Details

• Internal ID: 6ac365f9-160e-4cfc-995d-e1360ba64e25
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5R)-3-methyl-5-[(1E)-3-methylbuta-1,3-dienyl]oxolan-2-one
• SMILES (Canonical): CC1CC(OC1=O)C=CC(=C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H](OC1=O)/C=C/C(=C)C
• InChI: InChI=1S/C10H14O2/c1-7(2)4-5-9-6-8(3)10(11)12-9/h4-5,8-9H,1,6H2,2-3H3/b5-4+/t8-,9+/m1/s1
• InChI Key: VOJBXZDIFIJUKD-VJIGKBMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (-)-Marmelolactone B
• PYA35NRY4L
• UNII-PYA35NRY4L
• 74183-60-1
• (3R,5R)-Dihydro-3-methyl-5-((1E)-3-methyl-1,3-butadien-1-yl)-2(3H)-furanone
• 2(3H)-Furanone, dihydro-3-methyl-5-((1E)-3-methyl-1,3-butadien-1-yl)-, (3R,5R)-
• DTXSID301019730

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.6923	69.23%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5797	57.97%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9428	94.28%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9128	91.28%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.8695	86.95%
CYP3A4 substrate	-	0.5580	55.80%
CYP2C9 substrate	-	0.8337	83.37%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	-	0.9270	92.70%
CYP2C9 inhibition	-	0.9536	95.36%
CYP2C19 inhibition	-	0.7581	75.81%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.7490	74.90%
CYP2C8 inhibition	-	0.9447	94.47%
CYP inhibitory promiscuity	-	0.7501	75.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8144	81.44%
Carcinogenicity (trinary)	Non-required	0.4864	48.64%
Eye corrosion	+	0.4757	47.57%
Eye irritation	+	0.8400	84.00%
Skin irritation	+	0.5287	52.87%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6823	68.23%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7677	76.77%
skin sensitisation	+	0.8208	82.08%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.6524	65.24%
Estrogen receptor binding	-	0.9397	93.97%
Androgen receptor binding	-	0.6566	65.66%
Thyroid receptor binding	-	0.8434	84.34%
Glucocorticoid receptor binding	-	0.9350	93.50%
Aromatase binding	-	0.7487	74.87%
PPAR gamma	-	0.8603	86.03%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8805	88.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.42%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.21%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.99%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.48%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.05%	97.09%

Plants that contains it

• Cydonia oblonga
• Garcinia cowa
• Rumex dentatus

Cross-Links

• PubChem: 101282733
• NPASS: NPC186984
• LOTUS: LTS0183576
• wikiData: Q105290202