(+/-)-tylopilusin B

Details

• Internal ID: ece6e327-f804-40bf-b9f4-d002ab5a9033
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: methyl (1S,5S)-1,3,5-trihydroxy-2,5-bis(4-hydroxyphenyl)-4-oxocyclopent-2-ene-1-carboxylate
• InChI: InChI=1S/C19H16O8/c1-27-17(24)19(26)14(10-2-6-12(20)7-3-10)15(22)16(23)18(19,25)11-4-8-13(21)9-5-11/h2-9,20-22,25-26H,1H3/t18-,19-/m1/s1
• InChI Key: IRFBODXJISNYDS-RTBURBONSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₈
• Molecular Weight: 372.30 g/mol
• Exact Mass: 372.08451746 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• CHEMBL2208233
• CHEBI:200937
• methyl (1S,5S)-1,3,5-trihydroxy-2,5-bis(4-hydroxyphenyl)-4-oxocyclopent-2-ene-1-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9530	95.30%
Caco-2	-	0.6683	66.83%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	+	0.9109	91.09%
P-glycoprotein inhibitior	-	0.7080	70.80%
P-glycoprotein substrate	-	0.8196	81.96%
CYP3A4 substrate	+	0.5542	55.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8987	89.87%
CYP2C9 inhibition	+	0.5467	54.67%
CYP2C19 inhibition	-	0.6597	65.97%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.7260	72.60%
CYP2C8 inhibition	+	0.5990	59.90%
CYP inhibitory promiscuity	-	0.6478	64.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7987	79.87%
Carcinogenicity (trinary)	Non-required	0.4146	41.46%
Eye corrosion	-	0.9929	99.29%
Eye irritation	+	0.5633	56.33%
Skin irritation	-	0.7563	75.63%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7519	75.19%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5307	53.07%
skin sensitisation	-	0.7594	75.94%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5864	58.64%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	+	0.8629	86.29%
Androgen receptor binding	+	0.8012	80.12%
Thyroid receptor binding	+	0.7245	72.45%
Glucocorticoid receptor binding	+	0.7857	78.57%
Aromatase binding	+	0.6627	66.27%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.9035	90.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	94.66%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.15%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.50%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.77%	94.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.72%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	82.23%	98.35%
CHEMBL1937	Q92769	Histone deacetylase 2	81.13%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.11%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.41%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71452582
• LOTUS: LTS0249186
• wikiData: Q77280670