2-Cyano-2,3-seco-4-yliden-olean-12-enoic acid

Details

• Internal ID: 9ea5e5c2-ed92-486b-86f8-4727af03ea2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,4aR,4bS,6aS,9R,10S,10aS,12aR)-1-(2-cyanoethyl)-1,4a,4b,9,10-pentamethyl-2-prop-1-en-2-yl-2,3,4,5,6,7,8,9,10,10a,12,12a-dodecahydrochrysene-6a-carboxylic acid
• InChI: InChI=1S/C30H45NO2/c1-19(2)22-12-14-29(7)24(27(22,5)13-8-18-31)10-9-23-25-21(4)20(3)11-15-30(25,26(32)33)17-16-28(23,29)6/h9,20-22,24-25H,1,8,10-17H2,2-7H3,(H,32,33)/t20-,21+,22+,24-,25+,27+,28-,29-,30+/m1/s1
• InChI Key: SXPZSMMJUUHTBE-MTCIRRIFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₅NO₂
• Molecular Weight: 451.70 g/mol
• Exact Mass: 451.345029678 g/mol
• Topological Polar Surface Area (TPSA): 61.10 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.79
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• BDBM50245649
• 2-Cyano-2,3-seco-4-yliden-olean-12-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.4945	49.45%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3908	39.08%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	-	0.2589	25.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9282	92.82%
P-glycoprotein inhibitior	-	0.6470	64.70%
P-glycoprotein substrate	-	0.5411	54.11%
CYP3A4 substrate	+	0.6775	67.75%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.7617	76.17%
CYP2C9 inhibition	+	0.6267	62.67%
CYP2C19 inhibition	-	0.5331	53.31%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.7535	75.35%
CYP2C8 inhibition	+	0.6217	62.17%
CYP inhibitory promiscuity	-	0.6899	68.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9349	93.49%
Skin irritation	-	0.6875	68.75%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4411	44.11%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5123	51.23%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.6637	66.37%
Estrogen receptor binding	+	0.7465	74.65%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.7306	73.06%
Glucocorticoid receptor binding	+	0.8477	84.77%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	+	0.5880	58.80%
Honey bee toxicity	-	0.7283	72.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.54%	95.17%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL1871	P10275	Androgen Receptor	88.58%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	88.09%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.95%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.76%	100.00%
CHEMBL5028	O14672	ADAM10	82.19%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.18%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%

Plants that contains it

• Ilex paraguariensis

Cross-Links

• PubChem: 44562528
• LOTUS: LTS0225047
• wikiData: Q105263270