Alternapyrone C

Details

• Internal ID: 53ea1f4a-49e2-425f-b4eb-4824172e299a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6-[8,14-bis(hydroxymethyl)-4,6,12-trimethylhexadeca-4,6,12-trien-2-yl]-4-hydroxy-3,5-dimethylpyran-2-one
• SMILES (Canonical): CCC(CO)C=C(C)CCCC(CO)C=C(C)C=C(C)CC(C)C1=C(C(=C(C(=O)O1)C)O)C
• SMILES (Isomeric): CCC(CO)C=C(C)CCCC(CO)C=C(C)C=C(C)CC(C)C1=C(C(=C(C(=O)O1)C)O)C
• InChI: InChI=1S/C28H44O5/c1-8-24(16-29)14-18(2)10-9-11-25(17-30)15-20(4)12-19(3)13-21(5)27-22(6)26(31)23(7)28(32)33-27/h12,14-15,21,24-25,29-31H,8-11,13,16-17H2,1-7H3
• InChI Key: BEOXKIXIEOFDGJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄O₅
• Molecular Weight: 460.60 g/mol
• Exact Mass: 460.31887450 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.09
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9545	95.45%
Caco-2	-	0.5822	58.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8566	85.66%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.7967	79.67%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7887	78.87%
P-glycoprotein inhibitior	+	0.6878	68.78%
P-glycoprotein substrate	+	0.5171	51.71%
CYP3A4 substrate	+	0.6330	63.30%
CYP2C9 substrate	+	0.6755	67.55%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	+	0.7701	77.01%
CYP2C9 inhibition	-	0.7269	72.69%
CYP2C19 inhibition	+	0.6468	64.68%
CYP2D6 inhibition	-	0.8076	80.76%
CYP1A2 inhibition	+	0.6693	66.93%
CYP2C8 inhibition	-	0.7548	75.48%
CYP inhibitory promiscuity	-	0.5942	59.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7000	70.00%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6245	62.45%
Human Ether-a-go-go-Related Gene inhibition	+	0.7770	77.70%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7802	78.02%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5419	54.19%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8512	85.12%
Acute Oral Toxicity (c)	III	0.5548	55.48%
Estrogen receptor binding	+	0.6587	65.87%
Androgen receptor binding	+	0.6084	60.84%
Thyroid receptor binding	+	0.5154	51.54%
Glucocorticoid receptor binding	+	0.6215	62.15%
Aromatase binding	+	0.5913	59.13%
PPAR gamma	+	0.6418	64.18%
Honey bee toxicity	-	0.8695	86.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.70%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.69%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.18%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.40%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.35%	97.29%
CHEMBL2039	P27338	Monoamine oxidase B	82.44%	92.51%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.71%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591185
• LOTUS: LTS0118694
• wikiData: Q103816684