Entagenic acid

Details

• Internal ID: 64ab820b-d8d5-4339-a3c7-84744509ccd2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,6,10-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)O)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3([C@H]([C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)O)O)C)C)(C)C)O
• InChI: InChI=1S/C30H48O5/c1-25(2)14-15-30(24(34)35)18(16-25)17-8-9-20-27(5)12-11-21(31)26(3,4)19(27)10-13-28(20,6)29(17,7)22(32)23(30)33/h8,18-23,31-33H,9-16H2,1-7H3,(H,34,35)/t18-,19-,20+,21-,22-,23+,27-,28+,29-,30+/m0/s1
• InChI Key: BUOLSBLQAQNNJC-ROVCOPEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• SCHEMBL2974825
• CHEMBL2235397
• 5951-41-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.5566	55.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	-	0.4697	46.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.7385	73.85%
P-glycoprotein inhibitior	-	0.8361	83.61%
P-glycoprotein substrate	-	0.8234	82.34%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.8701	87.01%
CYP2C8 inhibition	-	0.6887	68.87%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9299	92.99%
Skin irritation	+	0.5914	59.14%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5172	51.72%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8148	81.48%
Acute Oral Toxicity (c)	I	0.5117	51.17%
Estrogen receptor binding	+	0.7565	75.65%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.5969	59.69%
Glucocorticoid receptor binding	+	0.7745	77.45%
Aromatase binding	+	0.6756	67.56%
PPAR gamma	+	0.5644	56.44%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.25%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.48%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.81%	94.45%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.11%	93.00%

Plants that contains it

• Aglaia elaeagnoidea
• Aldama linearis
• Artemisia absinthium
• Bryum argenteum
• Callicarpa japonica
• Coniogramme japonica
• Coprosma areolata
• Elephantopus hirtiflorus
• Entada phaseoloides
• Euphorbia amygdaloides
• Gmelina asiatica
• Helichrysum cephaloideum
• Hesperis matronalis
• Hypericum balearicum
• Jackiella javanica
• Jatropha macrorhiza
• Ligularia cymbulifera
• Lilium philadelphicum
• Magnolia montana
• Nematolepis phebalioides
• Pangium edule
• Phyllanthus emblica
• Platyosprion platycarpum
• Searsia pyroides
• Sedum yvesi
• Senecio adenophyllus
• Solidago flexicaulis
• Sterculia foetida
• Trollius chinensis
• Vigna mungo

Cross-Links

• PubChem: 21594206
• NPASS: NPC29765
• LOTUS: LTS0238625
• wikiData: Q104946203