Yuzurimine C

Details

• Internal ID: f7afc61d-bc31-4313-b0e8-8de2f743b9b3
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1R,3R,4R,10S,14S,15S,18R,19S)-18-formyl-15,19-dihydroxy-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=CC1(C62O)O)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@]1([C@@]62O)O)C=O)C(=O)OC
• InChI: InChI=1S/C23H29NO5/c1-13-10-24-11-15-5-3-14-4-6-16-17(19(26)29-2)9-21(18(14)16)20(15,12-25)7-8-22(13,27)23(21,24)28/h7-8,12-13,15-17,27-28H,3-6,9-11H2,1-2H3/t13-,15+,16+,17+,20+,21+,22-,23-/m0/s1
• InChI Key: XTASVYATQQWPQB-QRVZBPJDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₉NO₅
• Molecular Weight: 399.50 g/mol
• Exact Mass: 399.20457303 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL2062998
• DTXSID801098559
• 57520-21-5
• Methyl (1S,3S,3aS,5aR,6S,10aR,11R,12aR,12bS)-5a-formyl-2,3,3a,5a,6,8,9,10,10a,11,12,12b-dodecahydro-3a,12b-dihydroxy-3-methyl-4H-1,6-methanocyclopent[1,8]azuleno[4,3a-g]indole-11-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5610	56.10%
Caco-2	+	0.6031	60.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7458	74.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5394	53.94%
P-glycoprotein inhibitior	-	0.7957	79.57%
P-glycoprotein substrate	-	0.5115	51.15%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.7505	75.05%
CYP2C19 inhibition	-	0.7844	78.44%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	-	0.8007	80.07%
CYP2C8 inhibition	-	0.5972	59.72%
CYP inhibitory promiscuity	-	0.9062	90.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4475	44.75%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5121	51.21%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5648	56.48%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6249	62.49%
Acute Oral Toxicity (c)	III	0.5349	53.49%
Estrogen receptor binding	+	0.7694	76.94%
Androgen receptor binding	+	0.7599	75.99%
Thyroid receptor binding	+	0.5754	57.54%
Glucocorticoid receptor binding	+	0.8403	84.03%
Aromatase binding	+	0.5794	57.94%
PPAR gamma	-	0.6045	60.45%
Honey bee toxicity	-	0.7485	74.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9127	91.27%

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	97.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.64%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.41%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.79%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.73%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.06%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.45%	94.33%

Plants that contains it

• Daphniphyllum macropodum

Cross-Links

• PubChem: 70688608
• LOTUS: LTS0173269
• wikiData: Q105341418