Trichothec-9-en-8-one, 12,13-epoxy-4-hydroxy-

Details

• Internal ID: e513314b-add3-4f4d-bcc6-e55bae1b2cbe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
• IUPAC Name: 11-hydroxy-1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
• InChI: InChI=1S/C15H20O4/c1-8-4-11-13(2,6-9(8)16)14(3)10(17)5-12(19-11)15(14)7-18-15/h4,10-12,17H,5-7H2,1-3H3
• InChI Key: BURHPZJXARNGQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• BS-1157
• hydroxy(trimethyl)spiro[[?]-2,2'-oxirane]one
• Trichothec-9-en-8-one, 12,13-epoxy-4-hydroxy-
• Trichothec-9-en-8-one, 12,13-epoxy-4-hydroxy-, (4.beta.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.5914	59.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	-	0.6657	66.57%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.7166	71.66%
CYP3A4 substrate	+	0.5996	59.96%
CYP2C9 substrate	-	0.7717	77.17%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.7680	76.80%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.8861	88.61%
CYP inhibitory promiscuity	-	0.9497	94.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6104	61.04%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.5455	54.55%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7914	79.14%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8360	83.60%
Acute Oral Toxicity (c)	I	0.5119	51.19%
Estrogen receptor binding	+	0.6315	63.15%
Androgen receptor binding	+	0.6134	61.34%
Thyroid receptor binding	+	0.5193	51.93%
Glucocorticoid receptor binding	-	0.5330	53.30%
Aromatase binding	-	0.5324	53.24%
PPAR gamma	+	0.5818	58.18%
Honey bee toxicity	-	0.8114	81.14%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9496	94.96%

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	93.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.46%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.33%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.98%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.24%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.75%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.24%	94.00%

Plants that contains it

• Holarrhena floribunda

Cross-Links

• PubChem: 495548
• LOTUS: LTS0060573
• wikiData: Q104946278