Pentalenolactone A

Details

• Internal ID: b3154a44-c7a9-4d57-8806-49368cc3cc03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,4aR,6aR,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,9-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid
• SMILES (Canonical): CC1=C(C2C=C(C3C2(C1)C4(CO4)C(=O)OC3)C(=O)O)C
• SMILES (Isomeric): CC1=C([C@H]2C=C([C@H]3[C@]2(C1)[C@@]4(CO4)C(=O)OC3)C(=O)O)C
• InChI: InChI=1S/C15H16O5/c1-7-4-14-10(8(7)2)3-9(12(16)17)11(14)5-19-13(18)15(14)6-20-15/h3,10-11H,4-6H2,1-2H3,(H,16,17)/t10-,11+,14-,15-/m1/s1
• InChI Key: UUZXSMQFMLHTPW-BAESOJJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9292	92.92%
Caco-2	+	0.4914	49.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7394	73.94%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8368	83.68%
P-glycoprotein inhibitior	-	0.9369	93.69%
P-glycoprotein substrate	-	0.7741	77.41%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	-	0.8319	83.19%
CYP2D6 substrate	-	0.9019	90.19%
CYP3A4 inhibition	-	0.8067	80.67%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.8685	86.85%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.7538	75.38%
CYP2C8 inhibition	-	0.8470	84.70%
CYP inhibitory promiscuity	-	0.9506	95.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.6264	62.64%
Skin irritation	-	0.5945	59.45%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8532	85.32%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7754	77.54%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6052	60.52%
Acute Oral Toxicity (c)	I	0.5383	53.83%
Estrogen receptor binding	+	0.5893	58.93%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	-	0.6016	60.16%
Glucocorticoid receptor binding	-	0.6506	65.06%
Aromatase binding	-	0.6954	69.54%
PPAR gamma	-	0.6458	64.58%
Honey bee toxicity	-	0.8375	83.75%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	94.09%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.41%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.29%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.03%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.99%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.78%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101619966
• LOTUS: LTS0238662
• wikiData: Q77493244