Griseoviridin

Details

• Internal ID: 86a1766e-447b-49ef-915e-7dd44681f10f
• Taxonomy: Phenylpropanoids and polyketides > Macrolide lactams
• IUPAC Name: (1S,9S,11S,12E,14E,19Z,22R)-9,11-dihydroxy-22-methyl-6,23-dioxa-26-thia-2,17,27-triazatricyclo[17.5.2.14,7]heptacosa-4,7(27),12,14,19-pentaene-3,18,24-trione
• SMILES (Canonical): CC1CC=C2C(=O)NCC=CC=CC(CC(CC3=NC(=CO3)C(=O)NC(CS2)C(=O)O1)O)O
• SMILES (Isomeric): C[C@@H]1C/C=C\2/C(=O)NC/C=C/C=C/[C@H](C[C@@H](CC3=NC(=CO3)C(=O)N[C@H](CS2)C(=O)O1)O)O
• InChI: InChI=1S/C22H27N3O7S/c1-13-6-7-18-21(29)23-8-4-2-3-5-14(26)9-15(27)10-19-24-16(11-31-19)20(28)25-17(12-33-18)22(30)32-13/h2-5,7,11,13-15,17,26-27H,6,8-10,12H2,1H3,(H,23,29)(H,25,28)/b4-2+,5-3+,18-7-/t13-,14-,15+,17-/m1/s1
• InChI Key: UXWOXTQWVMFRSE-PUXWVVMRSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇N₃O₇S
• Molecular Weight: 477.50 g/mol
• Exact Mass: 477.15697138 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• SCHEMBL1373359
• CHEMBL4288591
• (1S,9S,11S,12E,14E,19Z,22R)-9,11-dihydroxy-22-methyl-6,23-dioxa-26-thia-2,17,27-triazatricyclo[17.5.2.14,7]heptacosa-4,7(27),12,14,19-pentaene-3,18,24-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9517	95.17%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4163	41.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8424	84.24%
P-glycoprotein inhibitior	+	0.5861	58.61%
P-glycoprotein substrate	+	0.6646	66.46%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	0.8122	81.22%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9543	95.43%
CYP2C9 inhibition	-	0.7629	76.29%
CYP2C19 inhibition	-	0.7477	74.77%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	-	0.7645	76.45%
CYP2C8 inhibition	+	0.4886	48.86%
CYP inhibitory promiscuity	-	0.8741	87.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5462	54.62%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9779	97.79%
Skin irritation	-	0.7668	76.68%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3677	36.77%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6857	68.57%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5694	56.94%
Acute Oral Toxicity (c)	III	0.5639	56.39%
Estrogen receptor binding	+	0.6449	64.49%
Androgen receptor binding	+	0.6805	68.05%
Thyroid receptor binding	-	0.4880	48.80%
Glucocorticoid receptor binding	+	0.5760	57.60%
Aromatase binding	-	0.5105	51.05%
PPAR gamma	+	0.5659	56.59%
Honey bee toxicity	-	0.7167	71.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.5199	51.99%

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	93.16%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.74%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.41%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.58%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.99%	96.39%
CHEMBL4208	P20618	Proteasome component C5	81.55%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.97%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.17%	100.00%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 10254449
• NPASS: NPC168103
• LOTUS: LTS0243906
• wikiData: Q75067105