Chaetoglobosin Fex

Details

• Internal ID: a44156bd-03f7-46f3-84a6-5cd2b2ca6d3b
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (1R,5S,7E,9S,11E,13R,14S,16S,17R,18S)-5,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatricyclo[11.7.0.01,17]icosa-7,11-diene-2,6,20-trione
• SMILES (Canonical): CC1CC=CC2C(C(=C)C(C3C2(C(=O)CCC(C(=O)C(=C1)C)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(=O)/C(=C1)/C)O)C(=O)N[C@H]3CC4=CNC5=CC=CC=C54)C)O
• InChI: InChI=1S/C32H38N2O5/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/h5-7,9-11,14,16-17,19,23,25-26,28,30,33,35,38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7+,18-14+/t17-,19+,23-,25-,26-,28-,30+,32+/m0/s1
• InChI Key: UFMHUKPYQLJSOB-ILEFKYORSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈N₂O₅
• Molecular Weight: 530.70 g/mol
• Exact Mass: 530.27807232 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• CHEBI:68752
• Q27137163
• (3S,3aR,4S,6S,6aR,7E,10S,11E,14S,17aR)-6,14-dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3,3a,4,5,6,6a,9,10,15,16-decahydro-1H-cyclotrideca[d]isoindole-1,13,17(2H,14H)-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.8329	83.29%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5067	50.67%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7093	70.93%
BSEP inhibitior	+	0.9808	98.08%
P-glycoprotein inhibitior	+	0.6615	66.15%
P-glycoprotein substrate	+	0.6105	61.05%
CYP3A4 substrate	+	0.7217	72.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.6171	61.71%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	-	0.7119	71.19%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.7906	79.06%
CYP2C8 inhibition	+	0.6403	64.03%
CYP inhibitory promiscuity	+	0.5758	57.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4183	41.83%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9617	96.17%
Skin irritation	-	0.7584	75.84%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7125	71.25%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7365	73.65%
Acute Oral Toxicity (c)	III	0.4027	40.27%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	+	0.6117	61.17%
Glucocorticoid receptor binding	+	0.7927	79.27%
Aromatase binding	+	0.5905	59.05%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.7589	75.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8794	87.94%

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	98.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	97.00%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.70%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.09%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.34%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.80%	92.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.28%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	90.71%	96.39%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.89%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.13%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.86%	93.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.61%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.05%	96.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.03%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.90%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.19%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.60%	89.62%
CHEMBL4530	P00488	Coagulation factor XIII	81.06%	96.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.00%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.61%	92.94%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.54%	95.00%

Plants that contains it

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

Cross-Links

• PubChem: 71768077
• NPASS: NPC126708
• LOTUS: LTS0139823
• wikiData: Q27137163