Leopersin H

Details

• Internal ID: d2bcc664-eb05-4130-bd2e-d4fbaa5dd3c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• SMILES (Canonical): CC1C(=O)C(C2C(CCCC2(C13CCC4(O3)CC(=O)OC4)C)(C)CO)O
• SMILES (Isomeric): C[C@@H]1C(=O)[C@H]([C@H]2[C@@](CCC[C@@]2([C@@]13CC[C@@]4(O3)CC(=O)OC4)C)(C)CO)O
• InChI: InChI=1S/C20H30O6/c1-12-14(23)15(24)16-17(2,10-21)5-4-6-18(16,3)20(12)8-7-19(26-20)9-13(22)25-11-19/h12,15-16,21,24H,4-11H2,1-3H3/t12-,15-,16+,17-,18+,19-,20-/m1/s1
• InChI Key: USHSLSBRZVGBSC-AITOLQSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8950	89.50%
Caco-2	+	0.5813	58.13%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8466	84.66%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5102	51.02%
BSEP inhibitior	-	0.5906	59.06%
P-glycoprotein inhibitior	-	0.7711	77.11%
P-glycoprotein substrate	-	0.5898	58.98%
CYP3A4 substrate	+	0.6327	63.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	-	0.7613	76.13%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9725	97.25%
CYP1A2 inhibition	-	0.9194	91.94%
CYP2C8 inhibition	-	0.7298	72.98%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4605	46.05%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6235	62.35%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5183	51.83%
skin sensitisation	-	0.9558	95.58%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5926	59.26%
Acute Oral Toxicity (c)	III	0.4683	46.83%
Estrogen receptor binding	+	0.8545	85.45%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.5895	58.95%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	+	0.7872	78.72%
PPAR gamma	-	0.5317	53.17%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9436	94.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.99%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.27%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.40%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.47%	94.75%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.47%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.99%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.85%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.83%	86.92%

Plants that contains it

• Leonurus persicus

Cross-Links

• PubChem: 10713942
• NPASS: NPC161250
• LOTUS: LTS0009947
• wikiData: Q105278202