Leucadenone D

Details

• Internal ID: 638af692-517a-4be4-9c61-bd1053e02aab
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: (2S,7aR,11aS,12R)-5,7a-dihydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-2,3,11a,12-tetrahydropyrano[2,3-a]xanthene-4,9,11-trione
• InChI: InChI=1S/C33H32O7/c1-17-26(35)23-20(34)16-21(18-12-8-6-9-13-18)39-28(23)24-22(19-14-10-7-11-15-19)25-29(36)31(2,3)30(37)32(4,5)33(25,38)40-27(17)24/h6-15,21-22,25,35,38H,16H2,1-5H3/t21-,22+,25-,33+/m0/s1
• InChI Key: VAJKIKOYPOZJCO-PTMAZNHLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₂O₇
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.21480336 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• LMPK12140155

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9291	92.91%
Caco-2	-	0.7248	72.48%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8621	86.21%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9882	98.82%
P-glycoprotein inhibitior	+	0.7944	79.44%
P-glycoprotein substrate	-	0.6812	68.12%
CYP3A4 substrate	+	0.6432	64.32%
CYP2C9 substrate	+	0.7936	79.36%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	-	0.8965	89.65%
CYP2C9 inhibition	+	0.6284	62.84%
CYP2C19 inhibition	-	0.8711	87.11%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.7246	72.46%
CYP inhibitory promiscuity	-	0.8537	85.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.5187	51.87%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7677	76.77%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6942	69.42%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9146	91.46%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.4522	45.22%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	+	0.6502	65.02%
Glucocorticoid receptor binding	+	0.8465	84.65%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	+	0.7384	73.84%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	98.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.34%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.35%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.27%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.46%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.24%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.24%	85.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.22%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%
CHEMBL3524	P56524	Histone deacetylase 4	80.34%	92.97%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.27%	93.99%

Plants that contains it

• Melaleuca leucadendra

Cross-Links

• PubChem: 15409093
• LOTUS: LTS0187243
• wikiData: Q105282772