Cytoglobosin G

Details

• Internal ID: 59de3de7-f394-4993-9b89-36588981e1ab
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (1R,5S,6R,7E,9S,11E,13R,14S,16S,17R,18S)-5,6,14-trihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatricyclo[11.7.0.01,17]icosa-7,11-diene-2,20-dione
• SMILES (Canonical): CC1CC=CC2C(C(=C)C(C3C2(C(=O)CCC(C(C(=C1)C)O)O)C(=O)NC3CC4=CNC5=CC=CC=C54)C)O
• SMILES (Isomeric): C[C@H]\1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2(C(=O)CC[C@@H]([C@@H](/C(=C1)/C)O)O)C(=O)N[C@H]3CC4=CNC5=CC=CC=C54)C)O
• InChI: InChI=1S/C32H40N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,19,23,25-26,28-30,33,35,37-38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7+,18-14+/t17-,19+,23-,25-,26-,28-,29+,30+,32+/m0/s1
• InChI Key: XVRIIIGIWIPYAY-JFRRKLIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀N₂O₅
• Molecular Weight: 532.70 g/mol
• Exact Mass: 532.29372238 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• CHEBI:68765
• Q27137168
• (3S,3aR,4S,6S,6aR,7E,10S,11E,13R,14S,17aR)-6,13,14-trihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylene-3,3a,4,5,6,6a,9,10,13,14,15,16-dodecahydro-1H-cyclotrideca[d]isoindole-1,17(2H)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	-	0.8279	82.79%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5255	52.55%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7593	75.93%
BSEP inhibitior	+	0.9606	96.06%
P-glycoprotein inhibitior	+	0.5890	58.90%
P-glycoprotein substrate	+	0.6469	64.69%
CYP3A4 substrate	+	0.7256	72.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.6176	61.76%
CYP2C9 inhibition	-	0.7595	75.95%
CYP2C19 inhibition	-	0.7472	74.72%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.7916	79.16%
CYP2C8 inhibition	+	0.6560	65.60%
CYP inhibitory promiscuity	-	0.5860	58.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4341	43.41%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9575	95.75%
Skin irritation	-	0.7562	75.62%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6757	67.57%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8501	85.01%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7742	77.42%
Acute Oral Toxicity (c)	III	0.4249	42.49%
Estrogen receptor binding	+	0.7626	76.26%
Androgen receptor binding	+	0.6464	64.64%
Thyroid receptor binding	+	0.5722	57.22%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.5859	58.59%
PPAR gamma	+	0.6906	69.06%
Honey bee toxicity	-	0.7601	76.01%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8931	89.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	96.55%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.40%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.76%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.32%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.57%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.49%	94.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.88%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.41%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.02%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.09%	97.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.86%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.71%	90.08%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.00%	96.39%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.53%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	83.37%	97.79%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.15%	96.25%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.04%	91.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.52%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.96%	96.00%

Plants that contains it

• Eschweilera coriacea
• Eucalyptus cladocalyx
• Peltodon longipes
• Salvadora persica

Cross-Links

• PubChem: 46209922
• NPASS: NPC307715
• LOTUS: LTS0108425
• wikiData: Q27137168