Daphtenidine C

Details

• Internal ID: 388329aa-ce01-4d45-b545-78c237cc62c3
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: methyl (1R,5S,6R,8R,9S,10S,16R,17R,20R)-8-acetyloxy-9-(acetyloxymethyl)-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.16,10.01,9.02,6.016,19]icosa-2,13(19)-diene-17-carboxylate
• SMILES (Canonical): CC1CN=C2C13CC(C4(C25CC(C6C5=C(CC6)CCC4C3O)C(=O)OC)COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1CN=C2[C@@]13C[C@H]([C@@]4([C@]25C[C@H]([C@@H]6C5=C(CC6)CC[C@@H]4[C@H]3O)C(=O)OC)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C27H35NO7/c1-13-11-28-24-25(13)10-20(35-15(3)30)27(12-34-14(2)29)19(22(25)31)8-6-16-5-7-17-18(23(32)33-4)9-26(24,27)21(16)17/h13,17-20,22,31H,5-12H2,1-4H3/t13-,17-,18-,19-,20-,22-,25+,26+,27-/m1/s1
• InChI Key: NZJXKLKBGZGNEP-MLFDZVGPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₅NO₇
• Molecular Weight: 485.60 g/mol
• Exact Mass: 485.24135246 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL2062999

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	-	0.5637	56.37%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.7752	77.52%
P-glycoprotein inhibitior	-	0.4868	48.68%
P-glycoprotein substrate	+	0.5469	54.69%
CYP3A4 substrate	+	0.7087	70.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.7923	79.23%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.7019	70.19%
CYP2C8 inhibition	+	0.5915	59.15%
CYP inhibitory promiscuity	-	0.8119	81.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4953	49.53%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8568	85.68%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4835	48.35%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6146	61.46%
skin sensitisation	-	0.8578	85.78%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5282	52.82%
Acute Oral Toxicity (c)	III	0.5828	58.28%
Estrogen receptor binding	+	0.8822	88.22%
Androgen receptor binding	+	0.7566	75.66%
Thyroid receptor binding	-	0.5179	51.79%
Glucocorticoid receptor binding	+	0.8211	82.11%
Aromatase binding	+	0.6625	66.25%
PPAR gamma	+	0.6348	63.48%
Honey bee toxicity	-	0.6658	66.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9685	96.85%

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	99.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.14%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.54%	94.33%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.81%	97.53%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.01%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.91%	95.71%

Plants that contains it

• Daphniphyllum macropodum

Cross-Links

• PubChem: 11576707
• LOTUS: LTS0101152
• wikiData: Q105188144