Daphhimalenine B

Details

• Internal ID: cc55742f-ea50-4090-8566-295714174356
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1R,3R,4R,10S,14S,15R,18R,19R)-18-formyl-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-7(20),16-diene-3-carboxylate
• SMILES (Canonical): CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C=CC1C62O)C=O)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CN2C[C@H]3CCC4=C5[C@H](CC4)[C@@H](C[C@]56[C@]3(C=C[C@H]1[C@@]62O)C=O)C(=O)OC
• InChI: InChI=1S/C23H29NO4/c1-13-10-24-11-15-5-3-14-4-6-16-17(20(26)28-2)9-22(19(14)16)21(15,12-25)8-7-18(13)23(22,24)27/h7-8,12-13,15-18,27H,3-6,9-11H2,1-2H3/t13-,15-,16-,17-,18-,21-,22-,23-/m1/s1
• InChI Key: HEGVMVZUHLZWNS-SNZIKGKMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.50 g/mol
• Exact Mass: 383.20965841 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2062997

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8961	89.61%
Caco-2	+	0.6791	67.91%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7249	72.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.6636	66.36%
P-glycoprotein inhibitior	-	0.7501	75.01%
P-glycoprotein substrate	+	0.5299	52.99%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8175	81.75%
CYP2C9 inhibition	-	0.7149	71.49%
CYP2C19 inhibition	-	0.8077	80.77%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.7995	79.95%
CYP2C8 inhibition	-	0.5892	58.92%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5373	53.73%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9737	97.37%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4893	48.93%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5105	51.05%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4872	48.72%
Acute Oral Toxicity (c)	III	0.5822	58.22%
Estrogen receptor binding	+	0.8115	81.15%
Androgen receptor binding	+	0.7630	76.30%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7810	78.10%
Aromatase binding	+	0.5391	53.91%
PPAR gamma	-	0.6643	66.43%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9098	90.98%

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	98.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.73%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.69%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.41%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.17%	94.33%

Plants that contains it

• Daphniphyllum himalense
• Daphniphyllum macropodum

Cross-Links

• PubChem: 44557841
• LOTUS: LTS0049160
• wikiData: Q105026824