Wortmannilactone I2

Details

• Internal ID: 8893fedc-9256-4caf-9b43-6c0154f4fa41
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,4S,6R)-7-[8-[(2R,3S,6R)-2-methoxy-3,5,6-trimethyl-2,6-dihydropyran-3-yl]nona-1,3,5,7-tetraenyl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione
• InChI: InChI=1S/C27H36O5/c1-17-16-25(5,24(30-8)31-20(17)4)18(2)14-12-10-9-11-13-15-26(6)22-19(3)21(28)27(26,7)23(29)32-22/h9-16,19-20,22,24H,1-8H3/t19-,20+,22-,24+,25-,26?,27-/m0/s1
• InChI Key: SZIURECWIJTTNO-XLOYXOEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₅
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.25627424 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	-	0.5567	55.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8825	88.25%
P-glycoprotein inhibitior	+	0.7679	76.79%
P-glycoprotein substrate	-	0.6577	65.77%
CYP3A4 substrate	+	0.6586	65.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.5438	54.38%
CYP2C9 inhibition	-	0.9016	90.16%
CYP2C19 inhibition	-	0.7214	72.14%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.7475	74.75%
CYP2C8 inhibition	-	0.6064	60.64%
CYP inhibitory promiscuity	+	0.5250	52.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.5776	57.76%
Eye corrosion	-	0.9579	95.79%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8579	85.79%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6286	62.86%
skin sensitisation	-	0.7509	75.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6700	67.00%
Acute Oral Toxicity (c)	III	0.5299	52.99%
Estrogen receptor binding	+	0.8110	81.10%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	-	0.4862	48.62%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.6890	68.90%
Honey bee toxicity	-	0.7390	73.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9049	90.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	92.60%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	92.06%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.76%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.68%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.77%	96.39%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.46%	95.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584491
• LOTUS: LTS0270706
• wikiData: Q77370238