Ukulactone B

Details

• Internal ID: 83137398-e450-4066-9f9d-2a453ee38d68
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,4S,6R,7S)-7-[(1E,3E,5E,7E,9E)-10-[(2R,5R,6R)-5-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl]-2-methylundeca-1,3,5,7,9-pentaenyl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione
• InChI: InChI=1S/C29H38O5/c1-18(16-27(6)25-21(4)24(30)29(27,8)26(31)34-25)14-12-10-9-11-13-15-19(2)23-20(3)17-28(7,32)22(5)33-23/h9-17,21-23,25,32H,1-8H3/b10-9+,13-11+,14-12+,18-16+,19-15+/t21-,22+,23+,25-,27+,28+,29-/m0/s1
• InChI Key: RHXSRISAJFLIHS-IJZKWTSRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₅
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.27192431 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• Ukulactone B
• BDBM50198745

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.6874	68.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7723	77.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8269	82.69%
P-glycoprotein inhibitior	+	0.7100	71.00%
P-glycoprotein substrate	-	0.5511	55.11%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.7480	74.80%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9001	90.01%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.9017	90.17%
CYP2C8 inhibition	-	0.7451	74.51%
CYP inhibitory promiscuity	-	0.8484	84.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5779	57.79%
Eye corrosion	-	0.9716	97.16%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.5135	51.35%
Skin corrosion	-	0.8942	89.42%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6486	64.86%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7157	71.57%
Acute Oral Toxicity (c)	III	0.4876	48.76%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.6164	61.64%
Thyroid receptor binding	+	0.7093	70.93%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	+	0.7134	71.34%
PPAR gamma	+	0.6932	69.32%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8924	89.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.82%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.26%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.13%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	85.30%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.71%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.41%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.30%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54590541
• LOTUS: LTS0143384
• wikiData: Q75063960