Nemanilactone B

Details

• Internal ID: 4c2d6e87-cf96-4435-adf0-57a92ec0c17a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5R)-3-hydroxy-5-[(1Z)-1-(4-hydroxy-3-methyl-5-oxofuran-2-ylidene)propan-2-yl]-4-methyl-5-[(E)-prop-1-enyl]furan-2-one
• SMILES (Canonical): CC=CC1(C(=C(C(=O)O1)O)C)C(C)C=C2C(=C(C(=O)O2)O)C
• SMILES (Isomeric): C/C=C/[C@]1(C(=C(C(=O)O1)O)C)C(C)/C=C\2/C(=C(C(=O)O2)O)C
• InChI: InChI=1S/C16H18O6/c1-5-6-16(10(4)13(18)15(20)22-16)8(2)7-11-9(3)12(17)14(19)21-11/h5-8,17-18H,1-4H3/b6-5+,11-7-/t8?,16-/m1/s1
• InChI Key: NSRXVOHWZMHZHS-MKILQFHESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.7307	73.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7134	71.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7927	79.27%
P-glycoprotein substrate	-	0.8695	86.95%
CYP3A4 substrate	+	0.5123	51.23%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.9472	94.72%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.8411	84.11%
CYP inhibitory promiscuity	-	0.8907	89.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8971	89.71%
Carcinogenicity (trinary)	Danger	0.4958	49.58%
Eye corrosion	-	0.9385	93.85%
Eye irritation	-	0.6366	63.66%
Skin irritation	-	0.5800	58.00%
Skin corrosion	-	0.8741	87.41%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5066	50.66%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7175	71.75%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6803	68.03%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.7778	77.78%
Androgen receptor binding	-	0.5663	56.63%
Thyroid receptor binding	+	0.6366	63.66%
Glucocorticoid receptor binding	+	0.6000	60.00%
Aromatase binding	+	0.6255	62.55%
PPAR gamma	+	0.5327	53.27%
Honey bee toxicity	-	0.7731	77.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8149	81.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.72%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.90%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	83.21%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.14%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.19%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.16%	93.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.96%	93.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.36%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590828
• LOTUS: LTS0219030
• wikiData: Q105185227