N-[4,9-dihydroxy-2-(hydroxymethyl)-10,10-dimethyl-6-methylidene-5-bicyclo[7.2.0]undec-2-enyl]-5-hydroxy-3-methylpent-2-enamide

Details

• Internal ID: 19e15a72-0a77-43f0-8941-0a31999053c9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
• IUPAC Name: N-[4,9-dihydroxy-2-(hydroxymethyl)-10,10-dimethyl-6-methylidene-5-bicyclo[7.2.0]undec-2-enyl]-5-hydroxy-3-methylpent-2-enamide
• SMILES (Canonical): CC(=CC(=O)NC1C(C=C(C2CC(C2(CCC1=C)O)(C)C)CO)O)CCO
• SMILES (Isomeric): CC(=CC(=O)NC1C(C=C(C2CC(C2(CCC1=C)O)(C)C)CO)O)CCO
• InChI: InChI=1S/C21H33NO5/c1-13(6-8-23)9-18(26)22-19-14(2)5-7-21(27)16(11-20(21,3)4)15(12-24)10-17(19)25/h9-10,16-17,19,23-25,27H,2,5-8,11-12H2,1,3-4H3,(H,22,26)
• InChI Key: XWAIWHWMWSYZSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₃NO₅
• Molecular Weight: 379.50 g/mol
• Exact Mass: 379.23587315 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9461	94.61%
Caco-2	-	0.6475	64.75%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8155	81.55%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.9500	95.00%
OCT2 inhibitior	-	0.7382	73.82%
BSEP inhibitior	+	0.6153	61.53%
P-glycoprotein inhibitior	-	0.7865	78.65%
P-glycoprotein substrate	+	0.6055	60.55%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.6916	69.16%
CYP2C9 inhibition	-	0.8142	81.42%
CYP2C19 inhibition	-	0.8136	81.36%
CYP2D6 inhibition	-	0.8764	87.64%
CYP1A2 inhibition	-	0.8279	82.79%
CYP2C8 inhibition	-	0.6666	66.66%
CYP inhibitory promiscuity	-	0.8873	88.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6408	64.08%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9614	96.14%
Skin irritation	-	0.7402	74.02%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7126	71.26%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5141	51.41%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7439	74.39%
Acute Oral Toxicity (c)	III	0.6411	64.11%
Estrogen receptor binding	+	0.7669	76.69%
Androgen receptor binding	+	0.6391	63.91%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.7340	73.40%
Aromatase binding	+	0.7759	77.59%
PPAR gamma	+	0.5582	55.82%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9409	94.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.59%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.69%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.24%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.72%	83.82%
CHEMBL4208	P20618	Proteasome component C5	82.14%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.00%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.88%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163031192
• LOTUS: LTS0244785
• wikiData: Q104201393