trans-Pinnatifidenyne

Details

• Internal ID: a9c734a6-79cf-4ed4-ab7b-eec0a7dad675
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,3R,5Z,8R)-8-[(1R)-1-bromopropyl]-3-chloro-2-[(E)-pent-2-en-4-ynyl]-3,4,7,8-tetrahydro-2H-oxocine
• SMILES (Canonical): CCC(C1CC=CCC(C(O1)CC=CC#C)Cl)Br
• SMILES (Isomeric): CC[C@H]([C@H]1C/C=C\C[C@H]([C@H](O1)C/C=C/C#C)Cl)Br
• InChI: InChI=1S/C15H20BrClO/c1-3-5-6-11-15-13(17)9-7-8-10-14(18-15)12(16)4-2/h1,5-8,12-15H,4,9-11H2,2H3/b6-5+,8-7-/t12-,13-,14-,15-/m1/s1
• InChI Key: BWALZYVILRSXNY-OOCSKMCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀BrClO
• Molecular Weight: 331.67 g/mol
• Exact Mass: 330.03861 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 83060-14-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6119	61.19%
Blood Brain Barrier	+	0.8521	85.21%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4361	43.61%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8307	83.07%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6649	66.49%
P-glycoprotein inhibitior	-	0.8685	86.85%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	+	0.6077	60.77%
CYP2D6 substrate	-	0.7953	79.53%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.5778	57.78%
CYP2C19 inhibition	+	0.5821	58.21%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	+	0.5519	55.19%
CYP2C8 inhibition	-	0.7455	74.55%
CYP inhibitory promiscuity	+	0.7011	70.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5664	56.64%
Carcinogenicity (trinary)	Non-required	0.4079	40.79%
Eye corrosion	-	0.7541	75.41%
Eye irritation	-	0.9944	99.44%
Skin irritation	-	0.5812	58.12%
Skin corrosion	-	0.7350	73.50%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6883	68.83%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	+	0.5550	55.50%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6131	61.31%
Acute Oral Toxicity (c)	III	0.5165	51.65%
Estrogen receptor binding	+	0.5432	54.32%
Androgen receptor binding	-	0.7257	72.57%
Thyroid receptor binding	+	0.5173	51.73%
Glucocorticoid receptor binding	+	0.6801	68.01%
Aromatase binding	-	0.7092	70.92%
PPAR gamma	-	0.5174	51.74%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9534	95.34%

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	94.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.86%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.53%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.04%	90.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.64%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	87.48%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.43%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.54%	89.62%
CHEMBL230	P35354	Cyclooxygenase-2	81.04%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.84%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.42%	95.56%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 22832857
• NPASS: NPC311352
• LOTUS: LTS0013499
• wikiData: Q104947076