Previtexilactone

Details

• Internal ID: 1d09d649-6fe3-49cf-8115-d47968cdf02f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• SMILES (Canonical): CC1CC(C2C(CCCC2(C13CCC4(O3)CC(=O)OC4)C)(C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@H]2[C@@]([C@@]13CC[C@]4(O3)CC(=O)OC4)(CCCC2(C)C)C)OC(=O)C
• InChI: InChI=1S/C22H34O5/c1-14-11-16(26-15(2)23)18-19(3,4)7-6-8-20(18,5)22(14)10-9-21(27-22)12-17(24)25-13-21/h14,16,18H,6-13H2,1-5H3/t14-,16-,18+,20+,21+,22-/m1/s1
• InChI Key: VMSPIYCFMMEMSY-HREPXLEDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL2391699
• VMSPIYCFMMEMSY-HREPXLEDSA-
• InChI=1/C22H34O5/c1-14-11-16(26-15(2)23)18-19(3,4)7-6-8-20(18,5)22(14)10-9-21(27-22)12-17(24)25-13-21/h14,16,18H,6-13H2,1-5H3/t14-,16-,18+,20+,21+,22-/m1/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.6640	66.40%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8022	80.22%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5662	56.62%
P-glycoprotein inhibitior	+	0.6025	60.25%
P-glycoprotein substrate	-	0.6720	67.20%
CYP3A4 substrate	+	0.6717	67.17%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.8955	89.55%
CYP2C9 inhibition	-	0.7110	71.10%
CYP2C19 inhibition	-	0.7546	75.46%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.4938	49.38%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5642	56.42%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.7814	78.14%
Skin irritation	-	0.8023	80.23%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6154	61.54%
skin sensitisation	-	0.8771	87.71%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7701	77.01%
Acute Oral Toxicity (c)	III	0.6411	64.11%
Estrogen receptor binding	+	0.8372	83.72%
Androgen receptor binding	+	0.6421	64.21%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.7553	75.53%
Aromatase binding	+	0.7298	72.98%
PPAR gamma	+	0.6689	66.89%
Honey bee toxicity	-	0.7587	75.87%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9734	97.34%

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	98.15%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.79%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.81%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.38%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.47%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.97%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.06%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.38%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.36%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.23%	93.04%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.79%	95.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.31%	94.08%
CHEMBL2996	Q05655	Protein kinase C delta	81.07%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.30%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.29%	92.94%

Plants that contains it

• Abies alba
• Alkanna hirsutissima
• Amsinckia menziesii
• Buddleja davidii
• Calea megacephala
• Cordyline indivisa
• Corydalis cornuta
• Delphinium campylocentrum
• Disepalum plagioneurum
• Eremophila serrulata
• Grindelia hirsutula
• Hakea salicifolia
• Haloxylon salicornicum
• Jasminum grandiflorum
• Leucanthemum maximum
• Melaleuca uncinata
• Mentha arvensis
• Persea indica
• Phegopteris microstegia
• Picris asplenioides subsp. asplenioides
• Piper aequale
• Primula hirsuta
• Putranjiva roxburghii
• Rhododendron ferrugineum
• Rodgersia podophylla
• Salvia nubicola
• Scapania nemorea
• Senecio scandens
• Vallaris solanacea
• Viscum coloratum
• Vitex trifolia
• Vitex trifolia subsp. litoralis

Cross-Links

• PubChem: 21636179
• NPASS: NPC65133
• LOTUS: LTS0003532
• wikiData: Q105289254