Leucothol A

Details

• Internal ID: b2011ad7-65f8-4e9a-87fb-ee3f649f30b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids > Leucothol and grayanotoxane diterpenoids
• IUPAC Name: (1R,3R,6S,8S,10R,13R,14R)-6,14-dihydroxy-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.03,8]hexadecan-4-one
• InChI: InChI=1S/C20H30O3/c1-11-13-7-16(21)18(2,3)17(22)14(13)9-20-8-12(5-6-15(11)20)19(4,23)10-20/h12-16,21,23H,1,5-10H2,2-4H3/t12-,13-,14-,15+,16+,19-,20-/m1/s1
• InChI Key: PPCGOUZKOFOMBR-KORQSVFKSA-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: 2.20
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.6556	65.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6702	67.02%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	-	0.2459	24.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8551	85.51%
P-glycoprotein inhibitior	-	0.8521	85.21%
P-glycoprotein substrate	-	0.6396	63.96%
CYP3A4 substrate	+	0.6606	66.06%
CYP2C9 substrate	-	0.8208	82.08%
CYP2D6 substrate	-	0.8090	80.90%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	-	0.7203	72.03%
CYP2C19 inhibition	-	0.7618	76.18%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.8218	82.18%
CYP2C8 inhibition	-	0.8144	81.44%
CYP inhibitory promiscuity	-	0.8590	85.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5109	51.09%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8930	89.30%
Skin irritation	+	0.5966	59.66%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6881	68.81%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5232	52.32%
skin sensitisation	-	0.5966	59.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.5218	52.18%
Acute Oral Toxicity (c)	I	0.6797	67.97%
Estrogen receptor binding	+	0.9256	92.56%
Androgen receptor binding	+	0.5760	57.60%
Thyroid receptor binding	+	0.7349	73.49%
Glucocorticoid receptor binding	+	0.9015	90.15%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	-	0.5528	55.28%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.62%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.61%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL1871	P10275	Androgen Receptor	84.25%	96.43%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.44%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.37%	93.03%

Plants that contains it

• Eubotryoides grayana

Cross-Links

• PubChem: 101306850
• LOTUS: LTS0141756
• wikiData: Q105212810