Geldanamycin G

Details

• Internal ID: 1ae3efe0-0916-4471-80a4-ba35d0ce16af
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (2E,4Z,6S,7S,8E,10S,11R,12S,14R)-7-carbamoyloxy-11-hydroxy-15-[7-hydroxy-8-[(2-hydroxyacetyl)amino]-5-methoxy-3-oxo-4H-1,4-benzothiazin-6-yl]-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoic acid
• InChI: InChI=1S/C33H47N3O12S/c1-16(11-20-28(41)25(35-23(38)14-37)31-26(30(20)47-7)36-24(39)15-49-31)12-22(46-6)27(40)18(3)13-19(4)29(48-33(34)44)21(45-5)10-8-9-17(2)32(42)43/h8-10,13,16,18,21-22,27,29,37,40-41H,11-12,14-15H2,1-7H3,(H2,34,44)(H,35,38)(H,36,39)(H,42,43)/b10-8-,17-9+,19-13+/t16-,18+,21+,22+,27-,29+/m1/s1
• InChI Key: FIUKMJFMFLNANA-BXTHWFJYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₇N₃O₁₂S
• Molecular Weight: 709.80 g/mol
• Exact Mass: 709.28804512 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 18

Synonyms

• (2E,4Z,6S,7S,8E,10S,11R,12S,14R)-7-carbamoyloxy-11-hydroxy-15-[7-hydroxy-8-[(2-hydroxyacetyl)amino]-5-methoxy-3-oxo-4H-1,4-benzothiazin-6-yl]-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoic acid
• (2E,4Z,6S,7S,8E,10S,11R,12S,14R)-7-carbamoyloxy-11-hydroxy-15-(7-hydroxy-8-((2-hydroxyacetyl)amino)-5-methoxy-3-oxo-4H-1,4-benzothiazin-6-yl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoic acid
• (6S,7S,8E,10S,11R,12S,14R)-15-(8-((1,2-dihydroxyethylidene)amino)-3,7-dihydroxy-5-methoxy-2H-1,4-benzothiazin-6-yl)-11-hydroxy-7-(C-hydroxycarbonimidoyloxy)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate
• (6S,7S,8E,10S,11R,12S,14R)-15-{8-[(1,2-dihydroxyethylidene)amino]-3,7-dihydroxy-5-methoxy-2H-1,4-benzothiazin-6-yl}-11-hydroxy-7-(C-hydroxycarbonimidoyloxy)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate
• RefChem:142829
• CHEBI:219467

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7486	74.86%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Nucleus	0.4886	48.86%
OATP2B1 inhibitior	+	0.5762	57.62%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7835	78.35%
P-glycoprotein inhibitior	+	0.7673	76.73%
P-glycoprotein substrate	+	0.7670	76.70%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.7346	73.46%
CYP2C9 inhibition	-	0.7122	71.22%
CYP2C19 inhibition	-	0.6383	63.83%
CYP2D6 inhibition	-	0.8697	86.97%
CYP1A2 inhibition	-	0.7393	73.93%
CYP2C8 inhibition	+	0.6893	68.93%
CYP inhibitory promiscuity	-	0.8156	81.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5746	57.46%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4767	47.67%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7689	76.89%
Acute Oral Toxicity (c)	III	0.6129	61.29%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	-	0.4899	48.99%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.7483	74.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	98.87%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.85%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	95.56%	92.88%
CHEMBL230	P35354	Cyclooxygenase-2	94.81%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	92.90%	90.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.77%	89.34%
CHEMBL1255126	O15151	Protein Mdm4	92.06%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.92%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.94%	92.29%
CHEMBL340	P08684	Cytochrome P450 3A4	90.59%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.20%	99.15%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.41%	95.71%
CHEMBL236	P41143	Delta opioid receptor	88.74%	99.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.04%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.67%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.74%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.42%	93.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.44%	80.00%
CHEMBL2535	P11166	Glucose transporter	84.06%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.33%	89.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.21%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.03%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591499
• LOTUS: LTS0194420
• wikiData: Q104995884