Preussilide A

Details

• Internal ID: d411ebf8-4f31-40c9-a36e-be56b9059652
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2E,4E,6E)-7-[(1R,6R,8S,8aS)-2-[(2S)-2-hydroxypropyl]-3,6,8-trimethyl-7-oxo-5,6,8,8a-tetrahydro-1H-naphthalen-1-yl]-4,6-dimethylhepta-2,4,6-trienoic acid
• InChI: InChI=1S/C25H34O4/c1-14(7-8-23(27)28)9-15(2)10-22-21(13-18(5)26)16(3)11-20-12-17(4)25(29)19(6)24(20)22/h7-11,17-19,22,24,26H,12-13H2,1-6H3,(H,27,28)/b8-7+,14-9+,15-10+/t17-,18+,19+,22+,24+/m1/s1
• InChI Key: LMSUWCOEKCRCEB-XYOUVAGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL4127416

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.5769	57.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8236	82.36%
P-glycoprotein inhibitior	-	0.5305	53.05%
P-glycoprotein substrate	+	0.5174	51.74%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8931	89.31%
CYP3A4 inhibition	-	0.7912	79.12%
CYP2C9 inhibition	-	0.9151	91.51%
CYP2C19 inhibition	-	0.9508	95.08%
CYP2D6 inhibition	-	0.8530	85.30%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	-	0.8513	85.13%
CYP inhibitory promiscuity	-	0.8869	88.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.5704	57.04%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9650	96.50%
Skin irritation	+	0.4933	49.33%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3845	38.45%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5914	59.14%
skin sensitisation	-	0.5641	56.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8184	81.84%
Acute Oral Toxicity (c)	III	0.7627	76.27%
Estrogen receptor binding	+	0.7416	74.16%
Androgen receptor binding	+	0.6575	65.75%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.7772	77.72%
Aromatase binding	-	0.5646	56.46%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.8194	81.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.77%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.73%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	84.95%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.77%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.83%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.17%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132489952
• LOTUS: LTS0107307
• wikiData: Q105154133