Plumericin

Details

• Internal ID: 4e80b350-ea22-42a5-ac9c-4d5b54d531ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl (1S,4S,8R,10S,11E,14S)-11-ethylidene-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylate
• SMILES (Canonical): CC=C1C2C3(C=CC4C3C(O2)OC=C4C(=O)OC)OC1=O
• SMILES (Isomeric): C/C=C/1\[C@H]2[C@@]3(C=C[C@H]4[C@@H]3[C@@H](O2)OC=C4C(=O)OC)OC1=O
• InChI: InChI=1S/C15H14O6/c1-3-7-11-15(21-13(7)17)5-4-8-9(12(16)18-2)6-19-14(20-11)10(8)15/h3-6,8,10-11,14H,1-2H3/b7-3+/t8-,10-,11+,14-,15+/m1/s1
• InChI Key: VFXXNAVZODKBIW-JKXVGBJFSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 77-16-7
• Plurnericin
• CHEBI:8274
• UNII-L0126U506Z
• PLUMERICINE
• L0126U506Z
• NSC 112152
• NSC-112152
• methyl (1S,4S,8R,10S,11E,14S)-11-ethylidene-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylate
• NSC112152
• 2H,4aH-1,4,5-Trioxadicyclopent(a,hi)indene-7-carboxylic acid, 3-ethylidene-3,3a,7a,9b-tetrahydro-2-oxo-, methyl ester, (3E,3aS,4aR,7aS,9aS,9bS)-
• methyl (E)-ethylidene(oxo)[?]carboxylate
• PLUMERICIN [MI]
• (+)-PLUMERICIN
• CHEMBL517300
• SCHEMBL4894690
• DTXSID301018956
• 2H,4aH-1,4,5-Trioxadicyclopent(a,hi)indene-7-carboxylic acid, 3-ethylidene-3,3a,7a,9b-tetrahydro-2-oxo-, methyl ester, (3aS-(3E,3a.alpha.,4a.beta.,7a.beta.,9aR*,9b.beta.))-
• BDBM50480284
• NCI-112152
• (1R,5S,8S,9S,10S)-PLUMERICIN
• C09796
• Q27108026
• 2H,4,5-Trioxa-1H-dicyclopent[a,hi]indene-7-carboxylic acid, 3-ethylidene-3,3a.beta.,7a.alpha.,9b.alpha.-tetrahydro-2-oxo-, methyl ester
• 2H,4,5-Trioxadicyclopent[a,hi]indene-7-carboxylic acid, 3-ethylidene-3,3a,7a,9b-tetrahydro-2-oxo-, methyl ester, [3aS-(3E,3a.alpha.,4a.beta.,7a.beta.,9aR*,9b.beta.)]-
• 2H,4aH-1,4,5-Trioxadicyclopent(a,hi)indene-7-carboxylic acid, 3-ethylidene-3,3a,7a,9b-tetrahydro-2-oxo-, methyl ester, (3aS-(3E,3aalpha,4abeta,7abeta,9aR*,9bbeta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.5688	56.88%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7021	70.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8113	81.13%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7512	75.12%
P-glycoprotein inhibitior	-	0.7533	75.33%
P-glycoprotein substrate	-	0.7959	79.59%
CYP3A4 substrate	+	0.6347	63.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.5168	51.68%
CYP2C9 inhibition	-	0.9453	94.53%
CYP2C19 inhibition	-	0.7511	75.11%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.7744	77.44%
CYP2C8 inhibition	+	0.5929	59.29%
CYP inhibitory promiscuity	-	0.6359	63.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.3953	39.53%
Eye corrosion	-	0.9319	93.19%
Eye irritation	-	0.6453	64.53%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.8983	89.83%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4931	49.31%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5048	50.48%
skin sensitisation	-	0.7097	70.97%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8664	86.64%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.7918	79.18%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	-	0.5111	51.11%
Glucocorticoid receptor binding	-	0.7845	78.45%
Aromatase binding	-	0.6057	60.57%
PPAR gamma	-	0.6110	61.10%
Honey bee toxicity	-	0.8704	87.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7927	79.27%

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	97.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.68%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.00%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.77%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.67%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.51%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.52%	91.07%

Plants that contains it

• Acacia salicina
• Achillea santolinoides subsp. wilhelmsii
• Ajania nubigena
• Allamanda blanchetii
• Allamanda cathartica
• Allamanda schottii
• Backhousia angustifolia
• Blighia welwitschii
• Cunninghamia konishii
• Dioscorea villosa
• Duroia hirsuta
• Eria lindleyi
• Himatanthus sucuuba
• Juniperus ashei
• Kalanchoe blossfeldiana
• Plumeria obtusa
• Plumeria rubra
• Sassafras albidum

Cross-Links

• PubChem: 5281545
• NPASS: NPC307846
• LOTUS: LTS0247989
• wikiData: Q27108026