Annoglabasin E

Details

• Internal ID: 4e0cceb6-97ed-42b7-a757-1600ef6a1660
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-14-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)C(=O)O)C)CO
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)C(=O)O)C)CO
• InChI: InChI=1S/C20H32O3/c1-18(12-21)7-3-8-19(2)15(18)6-9-20-10-13(4-5-16(19)20)14(11-20)17(22)23/h13-16,21H,3-12H2,1-2H3,(H,22,23)
• InChI Key: LKXILSFITASWCO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:173264
• Ent-19-Hydroxy-16a-kauran-17-oic acid
• 5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-14-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.5346	53.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5934	59.34%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5916	59.16%
BSEP inhibitior	-	0.6397	63.97%
P-glycoprotein inhibitior	-	0.8505	85.05%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.8969	89.69%
CYP2C9 inhibition	-	0.6171	61.71%
CYP2C19 inhibition	-	0.8496	84.96%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.7283	72.83%
CYP2C8 inhibition	-	0.7359	73.59%
CYP inhibitory promiscuity	-	0.8768	87.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6737	67.37%
Eye corrosion	-	0.9643	96.43%
Eye irritation	-	0.8566	85.66%
Skin irritation	-	0.8778	87.78%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7167	71.67%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.7335	73.35%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7795	77.95%
Acute Oral Toxicity (c)	III	0.6807	68.07%
Estrogen receptor binding	+	0.8459	84.59%
Androgen receptor binding	+	0.5635	56.35%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	+	0.6805	68.05%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	96.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.67%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.46%	96.38%
CHEMBL237	P41145	Kappa opioid receptor	87.85%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.24%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL268	P43235	Cathepsin K	83.51%	96.85%
CHEMBL340	P08684	Cytochrome P450 3A4	81.25%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.95%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.33%	94.45%

Plants that contains it

• Annona glabra
• Ixora coccinea

Cross-Links

• PubChem: 75969210
• LOTUS: LTS0275024
• wikiData: Q105153336