Lecheronol A

Details

• Internal ID: 0a79c5ab-ba32-4989-9f63-f7f2b27412c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4R,4aS,4bS,6R,7S,10aR)-7-ethenyl-4,6-dihydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• SMILES (Canonical): CC1(C2CCC3=CC(C(CC3C2(C(CC1=O)O)C)O)(C)C=C)C
• SMILES (Isomeric): C[C@@]1(C=C2CC[C@@H]3[C@]([C@H]2C[C@H]1O)([C@@H](CC(=O)C3(C)C)O)C)C=C
• InChI: InChI=1S/C20H30O3/c1-6-19(4)11-12-7-8-14-18(2,3)15(21)10-17(23)20(14,5)13(12)9-16(19)22/h6,11,13-14,16-17,22-23H,1,7-10H2,2-5H3/t13-,14-,16+,17+,19-,20-/m0/s1
• InChI Key: IPYRFKXBXYDQIC-SIXJKMNBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (4R,4aS,4bS,6R,7S,10aR)-7-ethenyl-4,6-dihydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• RefChem:152689
• 692731-38-7
• CHEMBL466163

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.5886	58.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7482	74.82%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4823	48.23%
P-glycoprotein inhibitior	-	0.8030	80.30%
P-glycoprotein substrate	-	0.7925	79.25%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8464	84.64%
CYP2C19 inhibition	-	0.7836	78.36%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.8190	81.90%
CYP2C8 inhibition	-	0.7345	73.45%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5575	55.75%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9137	91.37%
Skin irritation	+	0.5786	57.86%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3909	39.09%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6046	60.46%
skin sensitisation	+	0.4745	47.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5153	51.53%
Acute Oral Toxicity (c)	I	0.5561	55.61%
Estrogen receptor binding	+	0.6367	63.67%
Androgen receptor binding	+	0.5833	58.33%
Thyroid receptor binding	+	0.6762	67.62%
Glucocorticoid receptor binding	+	0.7451	74.51%
Aromatase binding	+	0.5856	58.56%
PPAR gamma	-	0.5271	52.71%
Honey bee toxicity	-	0.8404	84.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	92.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.27%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.71%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.83%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.58%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.23%	93.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.70%	92.94%

Plants that contains it

• Sapium haematospermum

Cross-Links

• PubChem: 10018804
• NPASS: NPC298904
• LOTUS: LTS0263498
• wikiData: Q105117593