Zygosporin D

Details

• Internal ID: a3b9065d-c254-4ad2-aa81-02f635d77cf4
• Taxonomy: Alkaloids and derivatives > Cytochalasans
• IUPAC Name: (1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,14-trimethyl-13-methylidene-17-azatricyclo[9.7.0.01,15]octadeca-3,9-diene-6,18-dione
• InChI: InChI=1S/C28H35NO5/c1-16-9-8-12-20-24(31)18(3)17(2)23-21(15-19-10-6-5-7-11-19)29-26(33)28(20,23)22(30)13-14-27(4,34)25(16)32/h5-8,10-14,16-17,20-24,30-31,34H,3,9,15H2,1-2,4H3,(H,29,33)/b12-8+,14-13+/t16-,17+,20-,21-,22+,23-,24+,27+,28+/m0/s1
• InChI Key: DMUBZPWTFAPROZ-CEAYGSLDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₅NO₅
• Molecular Weight: 465.60 g/mol
• Exact Mass: 465.25152322 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• SCHEMBL34014
• CHEMBL481643

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	-	0.8098	80.98%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.7347	73.47%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8298	82.98%
P-glycoprotein inhibitior	-	0.9131	91.31%
P-glycoprotein substrate	+	0.5588	55.88%
CYP3A4 substrate	+	0.6789	67.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8263	82.63%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.6970	69.70%
CYP2C19 inhibition	-	0.7235	72.35%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.8666	86.66%
CYP2C8 inhibition	+	0.5116	51.16%
CYP inhibitory promiscuity	+	0.6979	69.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4067	40.67%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9608	96.08%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6940	69.40%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5684	56.84%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7281	72.81%
Acute Oral Toxicity (c)	III	0.3243	32.43%
Estrogen receptor binding	+	0.6140	61.40%
Androgen receptor binding	+	0.6436	64.36%
Thyroid receptor binding	+	0.6087	60.87%
Glucocorticoid receptor binding	+	0.7502	75.02%
Aromatase binding	+	0.6057	60.57%
PPAR gamma	+	0.5895	58.95%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9302	93.02%

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%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.99%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.36%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.16%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.65%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.39%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.94%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.85%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.78%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21668729
• LOTUS: LTS0122447
• wikiData: Q77561241