Gephyromycin

Details

• Internal ID: e7bbeba9-6666-4be4-92dd-c0b89de38b4f
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (1R,10S,13S,15S,18R)-7,10,13,18-tetrahydroxy-15-methyl-19-oxapentacyclo[13.3.1.01,10.03,8.013,18]nonadeca-3(8),4,6-triene-2,9,17-trione
• SMILES (Canonical): CC12CC(=O)C3(C(C1)(CCC4(C3(O2)C(=O)C5=C(C4=O)C(=CC=C5)O)O)O)O
• SMILES (Isomeric): C[C@@]12CC(=O)[C@]3([C@@](C1)(CC[C@@]4([C@]3(O2)C(=O)C5=C(C4=O)C(=CC=C5)O)O)O)O
• InChI: InChI=1S/C19H18O8/c1-15-7-11(21)18(26)16(24,8-15)5-6-17(25)14(23)12-9(3-2-4-10(12)20)13(22)19(17,18)27-15/h2-4,20,24-26H,5-8H2,1H3/t15-,16+,17-,18-,19-/m1/s1
• InChI Key: NGVFPCWSVDEXDQ-RHQZKXFESA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₈
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.10016753 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• (1R,10S,13S,15S,18R)-7,10,13,18-tetrahydroxy-15-methyl-19-oxapentacyclo[13.3.1.01,10.03,8.013,18]nonadeca-3(8),4,6-triene-2,9,17-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8252	82.52%
Caco-2	-	0.7401	74.01%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7230	72.30%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7608	76.08%
BSEP inhibitior	-	0.8449	84.49%
P-glycoprotein inhibitior	-	0.8757	87.57%
P-glycoprotein substrate	-	0.7501	75.01%
CYP3A4 substrate	+	0.6296	62.96%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.7424	74.24%
CYP2C9 inhibition	-	0.9210	92.10%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	+	0.5117	51.17%
CYP2C8 inhibition	+	0.4936	49.36%
CYP inhibitory promiscuity	-	0.9828	98.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7257	72.57%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.8795	87.95%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7367	73.67%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5575	55.75%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8593	85.93%
Acute Oral Toxicity (c)	III	0.5370	53.70%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.8189	81.89%
Thyroid receptor binding	+	0.5269	52.69%
Glucocorticoid receptor binding	+	0.7580	75.80%
Aromatase binding	+	0.7807	78.07%
PPAR gamma	+	0.6847	68.47%
Honey bee toxicity	-	0.9230	92.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9292	92.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.34%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.62%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	93.46%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.95%	85.30%
CHEMBL4208	P20618	Proteasome component C5	86.73%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.62%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.52%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.65%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.93%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	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: 11303332
• NPASS: NPC61581
• LOTUS: LTS0147979
• wikiData: Q77280487