Preussilide C

Details

• Internal ID: 6b6f18d3-0100-4158-8a66-8ebf9e4fda99
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2E,4E,6E)-7-[(1R,6R,8S,8aS)-3,6,8-trimethyl-7-oxo-2-(2-oxopropyl)-5,6,8,8a-tetrahydro-1H-naphthalen-1-yl]-4,6-dimethylhepta-2,4,6-trienoic acid
• SMILES (Canonical): CC1CC2=CC(=C(C(C2C(C1=O)C)C=C(C)C=C(C)C=CC(=O)O)CC(=O)C)C
• SMILES (Isomeric): C[C@@H]1CC2=CC(=C([C@@H]([C@H]2[C@@H](C1=O)C)/C=C(\C)/C=C(\C)/C=C/C(=O)O)CC(=O)C)C
• InChI: InChI=1S/C25H32O4/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/h7-11,17,19,22,24H,12-13H2,1-6H3,(H,27,28)/b8-7+,14-9+,15-10+/t17-,19+,22+,24+/m1/s1
• InChI Key: MSPOBTULOAJOIR-DMMUAFCBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.23005950 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL4126187

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5962	59.62%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9193	91.93%
P-glycoprotein inhibitior	+	0.6144	61.44%
P-glycoprotein substrate	-	0.5262	52.62%
CYP3A4 substrate	+	0.5643	56.43%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8983	89.83%
CYP3A4 inhibition	-	0.7845	78.45%
CYP2C9 inhibition	-	0.8904	89.04%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	-	0.8264	82.64%
CYP2C8 inhibition	-	0.7997	79.97%
CYP inhibitory promiscuity	-	0.8783	87.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8450	84.50%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9695	96.95%
Skin irritation	+	0.4933	49.33%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7346	73.46%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.5443	54.43%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7503	75.03%
Acute Oral Toxicity (c)	III	0.7438	74.38%
Estrogen receptor binding	+	0.7479	74.79%
Androgen receptor binding	+	0.6276	62.76%
Thyroid receptor binding	+	0.5639	56.39%
Glucocorticoid receptor binding	+	0.7876	78.76%
Aromatase binding	-	0.5056	50.56%
PPAR gamma	+	0.6659	66.59%
Honey bee toxicity	-	0.8228	82.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	92.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.50%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.37%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.47%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132489954
• LOTUS: LTS0180455
• wikiData: Q105171329