Innuchenenolide C

Details

• Internal ID: ffe85ed5-d610-48dd-8bea-a4bfbf601e36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (8-acetyloxy-9-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl) acetate
• SMILES (Canonical): CC1CC2C(C(C3(C1C(CC3OC(=O)C)OC(=O)C)C)O)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(C(C3(C1C(CC3OC(=O)C)OC(=O)C)C)O)C(=C)C(=O)O2
• InChI: InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(22)19(5)14(25-11(4)21)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3
• InChI Key: QFJNAUKGMNMIGV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.5947	59.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5353	53.53%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.7899	78.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8921	89.21%
P-glycoprotein inhibitior	-	0.5885	58.85%
P-glycoprotein substrate	-	0.7803	78.03%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7285	72.85%
CYP2C9 inhibition	-	0.8217	82.17%
CYP2C19 inhibition	-	0.8157	81.57%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	+	0.5522	55.22%
CYP2C8 inhibition	-	0.7244	72.44%
CYP inhibitory promiscuity	-	0.9269	92.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.5220	52.20%
Skin corrosion	-	0.8951	89.51%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6083	60.83%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	-	0.7083	70.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7781	77.81%
Acute Oral Toxicity (c)	II	0.6407	64.07%
Estrogen receptor binding	+	0.8945	89.45%
Androgen receptor binding	-	0.5088	50.88%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	+	0.5617	56.17%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.6417	64.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	94.40%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.14%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.90%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.81%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.45%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.73%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.11%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.34%	97.14%

Plants that contains it

• Helenium donianum
• Inula japonica
• Pentanema britannicum

Cross-Links

• PubChem: 14543627
• LOTUS: LTS0233223
• wikiData: Q105219597