Leoheteronone B

Details

• Internal ID: 06df3e44-531d-4860-8cd0-42d2d5ade935
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• SMILES (Canonical): CC1C(=O)CC2C(CCCC2(C13CCC4(O3)CC(OC4)O)C)(C)C
• SMILES (Isomeric): C[C@@H]1C(=O)C[C@@H]2[C@@]([C@]13CC[C@@]4(O3)C[C@H](OC4)O)(CCCC2(C)C)C
• InChI: InChI=1S/C20H32O4/c1-13-14(21)10-15-17(2,3)6-5-7-18(15,4)20(13)9-8-19(24-20)11-16(22)23-12-19/h13,15-16,22H,5-12H2,1-4H3/t13-,15+,16+,18+,19-,20+/m1/s1
• InChI Key: GJCMFIRSMWNKEA-SGTGQSRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.7263	72.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8433	84.33%
OATP1B3 inhibitior	+	0.8589	85.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6673	66.73%
P-glycoprotein inhibitior	-	0.7805	78.05%
P-glycoprotein substrate	-	0.7906	79.06%
CYP3A4 substrate	+	0.6315	63.15%
CYP2C9 substrate	-	0.7913	79.13%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8272	82.72%
CYP2C9 inhibition	-	0.8089	80.89%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.8699	86.99%
CYP2C8 inhibition	-	0.7549	75.49%
CYP inhibitory promiscuity	-	0.9769	97.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5362	53.62%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.5729	57.29%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6358	63.58%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5225	52.25%
Acute Oral Toxicity (c)	III	0.5089	50.89%
Estrogen receptor binding	+	0.9235	92.35%
Androgen receptor binding	+	0.6792	67.92%
Thyroid receptor binding	+	0.7004	70.04%
Glucocorticoid receptor binding	+	0.5961	59.61%
Aromatase binding	+	0.8029	80.29%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.8449	84.49%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9545	95.45%

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	96.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.92%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.77%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.05%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.62%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.33%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.12%	90.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.07%	95.71%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 101774198
• NPASS: NPC184332