Echiphyllin C

Details

• Internal ID: fe11bedd-fa53-47d4-9180-524c75e438df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5,6,8a-trimethyl-5-[2-(5-oxo-1,2-dihydropyrrol-4-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=CCNC3=O)CCC=C2C(=O)O)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=CCNC3=O)CCC=C2C(=O)O)C
• InChI: InChI=1S/C20H29NO3/c1-13-7-10-20(3)15(18(23)24)5-4-6-16(20)19(13,2)11-8-14-9-12-21-17(14)22/h5,9,13,16H,4,6-8,10-12H2,1-3H3,(H,21,22)(H,23,24)
• InChI Key: SMVIBINEORXRIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₃
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.21474379 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 310433-44-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.6325	63.25%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6803	68.03%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6014	60.14%
P-glycoprotein inhibitior	-	0.7097	70.97%
P-glycoprotein substrate	-	0.6688	66.88%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.9152	91.52%
CYP3A4 inhibition	-	0.6623	66.23%
CYP2C9 inhibition	-	0.6216	62.16%
CYP2C19 inhibition	-	0.6794	67.94%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	-	0.7117	71.17%
CYP inhibitory promiscuity	-	0.6361	63.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5594	55.94%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9815	98.15%
Skin irritation	-	0.7227	72.27%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3922	39.22%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5662	56.62%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5879	58.79%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.6307	63.07%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6998	69.98%
Glucocorticoid receptor binding	+	0.7509	75.09%
Aromatase binding	+	0.6489	64.89%
PPAR gamma	+	0.5821	58.21%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.06%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.45%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.76%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.69%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.17%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	80.86%	97.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85249758
• LOTUS: LTS0226892
• wikiData: Q105256190