Lepadin C

Details

• Internal ID: 83f8bba0-a1a9-43a4-8dce-8d32ff6fd81e
• Taxonomy: Organoheterocyclic compounds > Quinolidines
• IUPAC Name: [(2S,3S,4aS,5S,8aR)-2-methyl-5-[(1E,3E)-7-oxoocta-1,3-dienyl]-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-3-yl] 2-hydroxyacetate
• InChI: InChI=1S/C20H31NO4/c1-14(23)8-5-3-4-6-9-16-10-7-11-18-17(16)12-19(15(2)21-18)25-20(24)13-22/h3-4,6,9,15-19,21-22H,5,7-8,10-13H2,1-2H3/b4-3+,9-6+/t15-,16+,17-,18+,19-/m0/s1
• InChI Key: JKQGWYPXLVLCMI-WBYVRQNFSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁NO₄
• Molecular Weight: 349.50 g/mol
• Exact Mass: 349.22530847 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9316	93.16%
Caco-2	-	0.6314	63.14%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7647	76.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7671	76.71%
BSEP inhibitior	-	0.5696	56.96%
P-glycoprotein inhibitior	-	0.6107	61.07%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8157	81.57%
CYP3A4 inhibition	+	0.5083	50.83%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.8141	81.41%
CYP2C8 inhibition	-	0.6346	63.46%
CYP inhibitory promiscuity	-	0.8618	86.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7356	73.56%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9948	99.48%
Skin irritation	-	0.7057	70.57%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7487	74.87%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.9050	90.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5552	55.52%
Acute Oral Toxicity (c)	III	0.6987	69.87%
Estrogen receptor binding	+	0.5532	55.32%
Androgen receptor binding	-	0.5833	58.33%
Thyroid receptor binding	-	0.6918	69.18%
Glucocorticoid receptor binding	+	0.5477	54.77%
Aromatase binding	+	0.5450	54.50%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.7857	78.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.39%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.71%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.67%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	89.25%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.81%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.36%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.01%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.22%	97.25%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.22%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.44%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.12%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10315815
• LOTUS: LTS0030716
• wikiData: Q105130432