[(1R,2R,7R,10R,11S,12R)-10-hydroxy-1,2,5-trimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (Z)-but-2-enoate

Details

• Internal ID: f86d011f-af48-4da4-a4d9-993f9b4acf64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
• IUPAC Name: [(1R,2R,7R,10R,11S,12R)-10-hydroxy-1,2,5-trimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (Z)-but-2-enoate
• SMILES (Canonical): CC=CC(=O)OC1C(C2C3(C1(C4(CC(=O)C(=CC4O2)C)C)C)CO3)O
• SMILES (Isomeric): C/C=C\C(=O)O[C@@H]1[C@H](C2[C@@]3([C@@]1([C@]4(CC(=O)C(=C[C@H]4O2)C)C)C)CO3)O
• InChI: InChI=1S/C19H24O6/c1-5-6-13(21)25-15-14(22)16-19(9-23-19)18(15,4)17(3)8-11(20)10(2)7-12(17)24-16/h5-7,12,14-16,22H,8-9H2,1-4H3/b6-5-/t12-,14-,15-,16?,17+,18+,19-/m1/s1
• InChI Key: RVOJMELIZZNGBE-UIINZMMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9583	95.83%
Caco-2	+	0.6060	60.60%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5696	56.96%
P-glycoprotein inhibitior	-	0.6926	69.26%
P-glycoprotein substrate	-	0.7337	73.37%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8879	88.79%
CYP3A4 inhibition	-	0.8398	83.98%
CYP2C9 inhibition	-	0.8810	88.10%
CYP2C19 inhibition	-	0.8932	89.32%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.7816	78.16%
CYP2C8 inhibition	-	0.6575	65.75%
CYP inhibitory promiscuity	-	0.9056	90.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6351	63.51%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9722	97.22%
Skin irritation	-	0.5964	59.64%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5784	57.84%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8017	80.17%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8744	87.44%
Acute Oral Toxicity (c)	I	0.6718	67.18%
Estrogen receptor binding	+	0.7130	71.30%
Androgen receptor binding	+	0.6065	60.65%
Thyroid receptor binding	-	0.5587	55.87%
Glucocorticoid receptor binding	-	0.5284	52.84%
Aromatase binding	-	0.5874	58.74%
PPAR gamma	+	0.5819	58.19%
Honey bee toxicity	-	0.7665	76.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9715	97.15%

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	96.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.30%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	88.82%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.72%	89.34%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.31%	94.80%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.41%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.40%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.21%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.79%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.25%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.18%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.62%	80.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.50%	98.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.74%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.47%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.23%	100.00%

Plants that contains it

• Holarrhena floribunda

Cross-Links

• PubChem: 163191106
• LOTUS: LTS0023224
• wikiData: Q105246152