Lycernuic acid E

Details

• Internal ID: 2c7804be-ab67-49e4-af45-2439096e9f3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3S,6R,7R,8S,11R,12S,15R,16S,19R,21R)-1,8,19-trihydroxy-3,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricosane-7-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(CC4(CCC5C(C4CCC3C2(CCC1O)C)(CCC(C5(C)C(=O)O)O)C)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@@]4(C2)O)(C)C)O)C)(CC[C@@H]([C@]3(C)C(=O)O)O)C
• InChI: InChI=1S/C30H50O5/c1-25(2)18-10-16-30(35)17-26(3)13-9-20-28(5,15-12-23(32)29(20,6)24(33)34)19(26)7-8-21(30)27(18,4)14-11-22(25)31/h18-23,31-32,35H,7-17H2,1-6H3,(H,33,34)/t18-,19-,20+,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1
• InChI Key: KJEMTTTXNNLOSG-AHVWWDOUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₅
• Molecular Weight: 490.70 g/mol
• Exact Mass: 490.36582469 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEMBL452253

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9714	97.14%
Caco-2	-	0.6995	69.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7254	72.54%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.8923	89.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.5785	57.85%
P-glycoprotein inhibitior	-	0.6414	64.14%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	0.8374	83.74%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.8092	80.92%
CYP2C9 inhibition	-	0.7281	72.81%
CYP2C19 inhibition	-	0.8832	88.32%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.7610	76.10%
CYP2C8 inhibition	-	0.8502	85.02%
CYP inhibitory promiscuity	-	0.9795	97.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7203	72.03%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9071	90.71%
Skin irritation	+	0.5802	58.02%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5130	51.30%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8084	80.84%
skin sensitisation	-	0.7314	73.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7488	74.88%
Acute Oral Toxicity (c)	III	0.4197	41.97%
Estrogen receptor binding	+	0.7587	75.87%
Androgen receptor binding	+	0.6364	63.64%
Thyroid receptor binding	+	0.5737	57.37%
Glucocorticoid receptor binding	+	0.6749	67.49%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.5777	57.77%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.14%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	94.78%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.88%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.98%	96.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.51%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.50%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.29%	97.09%

Plants that contains it

• Lycopodiella cernua

Cross-Links

• PubChem: 11762707
• LOTUS: LTS0092400
• wikiData: Q105141810