25-Methylpisolactone

Details

• Internal ID: 018d3ee2-9b9f-46b0-84b8-73333ed4cb4d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,5S)-3-tert-butyl-5-[(1S)-1-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]oxolan-2-one
• SMILES (Canonical): CC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)C5CC(C(=O)O5)C(C)(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)[C@@H]5C[C@@H](C(=O)O5)C(C)(C)C
• InChI: InChI=1S/C32H52O3/c1-19(24-18-23(27(34)35-24)28(2,3)4)20-12-16-32(9)22-10-11-25-29(5,6)26(33)14-15-30(25,7)21(22)13-17-31(20,32)8/h19-20,23-26,33H,10-18H2,1-9H3/t19-,20+,23-,24-,25-,26-,30+,31+,32-/m0/s1
• InChI Key: LQUKLMKTWJIZTL-RAPLVLAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₃
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.39164552 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 7.71
• H-Bond Acceptor: 3
• 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	+	0.9973	99.73%
Caco-2	+	0.5478	54.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8088	80.88%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.9417	94.17%
P-glycoprotein inhibitior	+	0.6057	60.57%
P-glycoprotein substrate	-	0.6422	64.22%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.6274	62.74%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.7364	73.64%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.7722	77.22%
CYP2C8 inhibition	-	0.5779	57.79%
CYP inhibitory promiscuity	-	0.8589	85.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9228	92.28%
Skin irritation	+	0.6205	62.05%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6450	64.50%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.6477	64.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7254	72.54%
Acute Oral Toxicity (c)	III	0.6361	63.61%
Estrogen receptor binding	+	0.7386	73.86%
Androgen receptor binding	+	0.7602	76.02%
Thyroid receptor binding	+	0.6619	66.19%
Glucocorticoid receptor binding	+	0.8115	81.15%
Aromatase binding	+	0.7334	73.34%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.7420	74.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.05%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.41%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	89.27%	95.38%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	88.46%	92.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.37%	89.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.40%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.76%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.21%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.38%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.06%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.67%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.65%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.16%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	83.78%	95.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.08%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.23%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.54%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.01%	96.47%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.96%	100.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.72%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.25%	94.45%

Plants that contains it

• Alcea rosea
• Alpinia roxburghii
• Balanops australiana
• Davallia perdurans
• Euonymus tingens
• Euphorbia cornigera
• Gonzalezia decurrens
• Hylocomium splendens
• Kokoona reflexa
• Maesa ramentacea
• Millettia laurentii
• Monodora tenuifolia
• Ocimum tenuiflorum
• Pinus strobus
• Pinus sylvestris
• Pluchea odorata
• Salacia lehmbachii
• Salvia yosgadensis
• Sideritis brevibracteata
• Sideroxylon cubense

Cross-Links

• PubChem: 101705403
• NPASS: NPC238809
• LOTUS: LTS0133333
• wikiData: Q75052882