Nemanilactone C

Details

• Internal ID: 99b6d27b-0681-49c1-a2b4-eba6ef5c746a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-hydroxy-3-[(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)(C(C)C=C2C(=C(C(=O)O2)O)C)O)C
• SMILES (Isomeric): C/C=C/C1=C(C(C(=O)O1)(C(C)/C=C\2/C(=C(C(=O)O2)O)C)O)C
• InChI: InChI=1S/C16H18O6/c1-5-6-11-10(4)16(20,15(19)22-11)8(2)7-12-9(3)13(17)14(18)21-12/h5-8,17,20H,1-4H3/b6-5+,12-7-
• InChI Key: JEAPGXVBGVXTDF-DFTQQVSXSA-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: 1.30
• Atomic LogP (AlogP): 2.03
• 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	+	0.6708	67.08%
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	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7377	73.77%
P-glycoprotein inhibitior	-	0.8336	83.36%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9009	90.09%
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	-	0.8907	89.07%
CYP inhibitory promiscuity	-	0.8907	89.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8971	89.71%
Carcinogenicity (trinary)	Danger	0.4958	49.58%
Eye corrosion	-	0.9385	93.85%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.5800	58.00%
Skin corrosion	-	0.8741	87.41%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7897	78.97%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7175	71.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6569	65.69%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	-	0.5075	50.75%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.6856	68.56%
Aromatase binding	-	0.5128	51.28%
PPAR gamma	+	0.7377	73.77%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	92.45%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.36%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.53%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.33%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%

Plants that contains it

• Austroeupatorium chaparense
• Brickellia californica

Cross-Links

• PubChem: 139590819
• LOTUS: LTS0143971
• wikiData: Q105273487