18-Hydroxy-19-methoxycarbonyl-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-12-carboxylic acid

Details

• Internal ID: 0d34342a-8a15-4ad6-9958-49b4cd2fc548
• Taxonomy: Alkaloids and derivatives > Yohimbine alkaloids
• IUPAC Name: 18-hydroxy-19-methoxycarbonyl-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-12-carboxylic acid
• InChI: InChI=1S/C22H26N2O5/c1-29-22(28)19-13-8-16-20-14(12-4-2-3-5-15(12)23-20)9-17(21(26)27)24(16)10-11(13)6-7-18(19)25/h2-5,11,13,16-19,23,25H,6-10H2,1H3,(H,26,27)
• InChI Key: FKDCWOOHMIPXRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₅
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.18417193 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9130	91.30%
Caco-2	+	0.6609	66.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8700	87.00%
P-glycoprotein inhibitior	-	0.5779	57.79%
P-glycoprotein substrate	+	0.7763	77.63%
CYP3A4 substrate	+	0.7560	75.60%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	+	0.3702	37.02%
CYP3A4 inhibition	-	0.8912	89.12%
CYP2C9 inhibition	-	0.8827	88.27%
CYP2C19 inhibition	-	0.9095	90.95%
CYP2D6 inhibition	-	0.5741	57.41%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	-	0.5661	56.61%
CYP inhibitory promiscuity	-	0.8972	89.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.7917	79.17%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7367	73.67%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7618	76.18%
Acute Oral Toxicity (c)	III	0.5259	52.59%
Estrogen receptor binding	-	0.4789	47.89%
Androgen receptor binding	+	0.7673	76.73%
Thyroid receptor binding	-	0.7133	71.33%
Glucocorticoid receptor binding	+	0.5838	58.38%
Aromatase binding	-	0.7430	74.30%
PPAR gamma	-	0.6644	66.44%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4044	40.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.16%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	96.04%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.34%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.03%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.53%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.00%	94.08%
CHEMBL5028	O14672	ADAM10	84.19%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.06%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL228	P31645	Serotonin transporter	81.78%	95.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%

Plants that contains it

• Adina eurhyncha

Cross-Links

• PubChem: 162889647
• LOTUS: LTS0167336
• wikiData: Q104996518