Luteone (terpenoid)

Details

• Internal ID: e9a872d6-a2f2-47b1-af5b-d8e9544d0059
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aR,4bS,8R,8aS,10aS)-1,1,8a-trimethyl-7-methylidene-8-(3-oxobutyl)-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthrene-4a-carbaldehyde
• InChI: InChI=1S/C23H36O2/c1-16-7-10-20-22(5,18(16)9-8-17(2)25)14-11-19-21(3,4)12-6-13-23(19,20)15-24/h15,18-20H,1,6-14H2,2-5H3/t18-,19+,20+,22+,23-/m1/s1
• InChI Key: KSJHEGGDTGLBND-UZCBEENBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₂
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.271530387 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• DTXSID201030468
• Q6705433

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7222	72.22%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5580	55.80%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	-	0.2281	22.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8672	86.72%
P-glycoprotein inhibitior	-	0.5548	55.48%
P-glycoprotein substrate	-	0.7919	79.19%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7857	78.57%
CYP3A4 inhibition	-	0.7073	70.73%
CYP2C9 inhibition	-	0.7561	75.61%
CYP2C19 inhibition	-	0.5282	52.82%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.7553	75.53%
CYP2C8 inhibition	+	0.4632	46.32%
CYP inhibitory promiscuity	-	0.5415	54.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6015	60.15%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8055	80.55%
Skin irritation	-	0.5522	55.22%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7147	71.47%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	+	0.8027	80.27%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5736	57.36%
Acute Oral Toxicity (c)	III	0.8151	81.51%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.5848	58.48%
Thyroid receptor binding	+	0.6712	67.12%
Glucocorticoid receptor binding	+	0.7881	78.81%
Aromatase binding	-	0.5499	54.99%
PPAR gamma	+	0.5681	56.81%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	93.13%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.51%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.26%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.93%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.59%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.28%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.57%	94.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.67%	96.09%
CHEMBL5028	O14672	ADAM10	81.46%	97.50%
CHEMBL2581	P07339	Cathepsin D	81.25%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.71%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.08%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21601966
• LOTUS: LTS0182732
• wikiData: Q6705433