13-epi-Preleoheterin

Details

• Internal ID: b45e4a59-8592-4651-9812-90ebc85d3ac5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• InChI: InChI=1S/C20H30O4/c1-13-14(21)15(22)16-17(2,3)6-5-7-18(16,4)20(13)9-8-19(24-20)10-11-23-12-19/h10-11,13-14,16,21H,5-9,12H2,1-4H3/t13-,14-,16+,18+,19+,20-/m1/s1
• InChI Key: LRQKKQYUECPRMI-AUDZOWGFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• RefChem:908106
• (9alpha,13R);15,16-diepoxy-6beta-hydroxylabd-14-en-7-one
• (9alpha,13S);15,16-diepoxy-7beta-hydroxylabd-14-en-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.7279	72.79%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7808	78.08%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6436	64.36%
BSEP inhibitior	+	0.5652	56.52%
P-glycoprotein inhibitior	-	0.7334	73.34%
P-glycoprotein substrate	-	0.7652	76.52%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8039	80.39%
CYP3A4 inhibition	-	0.8939	89.39%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.7837	78.37%
CYP2C8 inhibition	-	0.7076	70.76%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4947	49.47%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.5747	57.47%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6516	65.16%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.8854	88.54%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.6918	69.18%
Glucocorticoid receptor binding	+	0.7350	73.50%
Aromatase binding	+	0.7239	72.39%
PPAR gamma	-	0.5407	54.07%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5734	57.34%
Fish aquatic toxicity	+	0.9718	97.18%

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	94.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.58%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL325	Q13547	Histone deacetylase 1	89.89%	95.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.20%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.73%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.70%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.61%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.30%	96.61%

Plants that contains it

• Pseudodictamnus aucheri

Cross-Links

• PubChem: 102187096
• NPASS: NPC282537
• LOTUS: LTS0237377
• wikiData: Q105156255