Delavayine B

Details

• Internal ID: f9f59b91-480b-4583-9ff3-c0140745528d
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2-[4-(dimethoxymethyl)-7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-2-ium-2-yl]-3-phenylpropanoic acid
• SMILES (Canonical): CC1CCC2=C(C=[N+](C=C12)C(CC3=CC=CC=C3)C(=O)O)C(OC)OC
• SMILES (Isomeric): CC1CCC2=C(C=[N+](C=C12)C(CC3=CC=CC=C3)C(=O)O)C(OC)OC
• InChI: InChI=1S/C21H25NO4/c1-14-9-10-16-17(14)12-22(13-18(16)21(25-2)26-3)19(20(23)24)11-15-7-5-4-6-8-15/h4-8,12-14,19,21H,9-11H2,1-3H3/p+1
• InChI Key: XYLAPKHOJMCKSR-UHFFFAOYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆NO₄+
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.18618331 g/mol
• Topological Polar Surface Area (TPSA): 59.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 2-[4-(dimethoxymethyl)-7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-2-ium-2-yl]-3-phenylpropanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5902	59.02%
Caco-2	+	0.6998	69.98%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5917	59.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7436	74.36%
P-glycoprotein inhibitior	+	0.8132	81.32%
P-glycoprotein substrate	-	0.6950	69.50%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7813	78.13%
CYP2C9 inhibition	-	0.7836	78.36%
CYP2C19 inhibition	-	0.8185	81.85%
CYP2D6 inhibition	-	0.7511	75.11%
CYP1A2 inhibition	-	0.6399	63.99%
CYP2C8 inhibition	-	0.5804	58.04%
CYP inhibitory promiscuity	-	0.7718	77.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9667	96.67%
Skin irritation	-	0.7964	79.64%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6437	64.37%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6124	61.24%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8759	87.59%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.6789	67.89%
Androgen receptor binding	+	0.6730	67.30%
Thyroid receptor binding	+	0.5960	59.60%
Glucocorticoid receptor binding	+	0.7181	71.81%
Aromatase binding	+	0.5509	55.09%
PPAR gamma	+	0.5243	52.43%
Honey bee toxicity	-	0.8090	80.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.8155	81.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.20%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.03%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.42%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.36%	86.33%

Plants that contains it

• Incarvillea delavayi

Cross-Links

• PubChem: 10713200
• LOTUS: LTS0067908
• wikiData: Q105344540