15-epi-Sibiricinone E

Details

• Internal ID: d0721187-4d57-4929-8c55-c7bfcd73a0d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• SMILES (Canonical): CC1C(=O)C(C2C(CCCC2(C13CCC4(O3)CC(OC4)OC)C)(C)C)O
• SMILES (Isomeric): C[C@@H]1C(=O)[C@H]([C@@H]2[C@@]([C@@]13CC[C@]4(O3)C[C@@H](OC4)OC)(CCCC2(C)C)C)O
• InChI: InChI=1S/C21H34O5/c1-13-15(22)16(23)17-18(2,3)7-6-8-19(17,4)21(13)10-9-20(26-21)11-14(24-5)25-12-20/h13-14,16-17,23H,6-12H2,1-5H3/t13-,14-,16-,17+,19+,20+,21-/m1/s1
• InChI Key: NZPBUNQOXRUEEE-QDGXGCKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.24062418 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9555	95.55%
Caco-2	+	0.6221	62.21%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8048	80.48%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5597	55.97%
P-glycoprotein inhibitior	-	0.6853	68.53%
P-glycoprotein substrate	-	0.6955	69.55%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.8035	80.35%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8538	85.38%
CYP2C8 inhibition	-	0.7068	70.68%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5387	53.87%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8884	88.84%
Skin irritation	-	0.7074	70.74%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8973	89.73%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6006	60.06%
Acute Oral Toxicity (c)	III	0.4264	42.64%
Estrogen receptor binding	+	0.9056	90.56%
Androgen receptor binding	+	0.6754	67.54%
Thyroid receptor binding	+	0.7419	74.19%
Glucocorticoid receptor binding	+	0.7589	75.89%
Aromatase binding	+	0.8500	85.00%
PPAR gamma	+	0.6626	66.26%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9399	93.99%

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	94.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.42%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	89.06%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.61%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.61%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.40%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.65%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.28%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%

Plants that contains it

• Leonurus sibiricus

Cross-Links

• PubChem: 21578060
• NPASS: NPC45741
• LOTUS: LTS0036636
• wikiData: Q105188358