Ustusolate A

Details

• Internal ID: 7aaa605c-e420-4583-a966-1450bae58830
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1R,4S,4aS,8aS)-4-hydroxy-3,4-bis(hydroxymethyl)-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] (2E,4E,6E)-octa-2,4,6-trienoate
• SMILES (Canonical): CC=CC=CC=CC(=O)OC1C=C(C(C2(C1C(CCC2)(C)C)C)(CO)O)CO
• SMILES (Isomeric): C/C=C/C=C/C=C/C(=O)O[C@@H]1C=C([C@@]([C@@]2([C@@H]1C(CCC2)(C)C)C)(CO)O)CO
• InChI: InChI=1S/C23H34O5/c1-5-6-7-8-9-11-19(26)28-18-14-17(15-24)23(27,16-25)22(4)13-10-12-21(2,3)20(18)22/h5-9,11,14,18,20,24-25,27H,10,12-13,15-16H2,1-4H3/b6-5+,8-7+,11-9+/t18-,20+,22+,23-/m1/s1
• InChI Key: VYUGROORELIDOB-MOHQOPMHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 1136611-58-9
• [(1R,4S,4aS,8aS)-4-hydroxy-3,4-bis(hydroxymethyl)-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] (2E,4E,6E)-octa-2,4,6-trienoate
• MEGxm0_000039
• ACon0_000049
• AKOS040762604
• NCGC00380885-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9347	93.47%
Caco-2	-	0.5372	53.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8541	85.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	-	0.4391	43.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.7141	71.41%
P-glycoprotein inhibitior	-	0.6394	63.94%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9115	91.15%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.7716	77.16%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8696	86.96%
CYP2C8 inhibition	-	0.5593	55.93%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9551	95.51%
Skin irritation	-	0.6432	64.32%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8361	83.61%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5587	55.87%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	III	0.7083	70.83%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.6421	64.21%
Thyroid receptor binding	+	0.7059	70.59%
Glucocorticoid receptor binding	+	0.7476	74.76%
Aromatase binding	+	0.7669	76.69%
PPAR gamma	+	0.5440	54.40%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.57%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	89.21%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.48%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.22%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	80.34%	83.82%

Plants that contains it

• Aegiceras corniculatum
• Ajuga integrifolia
• Allium multibulbosum
• Arbutus menziesii
• Bruguiera gymnorhiza
• Cinnamosma madagascariensis
• Echiochilon pauciflorum
• Helichrysum nudifolium
• Hypoxis nyasica
• Isoberlinia angolensis
• Macaranga sinensis
• Mirabilis jalapa
• Nicoteba betonica
• Otostegia fruticosa
• Paranephelius uniflorus
• Rhododendron aureum
• Seriphidium lessingianum
• Sonneratia alba
• Tephroseris integrifolia
• Terminalia tetraphylla
• Teucrium orientale
• Veltheimia capensis
• Xylopia aethiopica

Cross-Links

• PubChem: 23843911
• NPASS: NPC104050
• LOTUS: LTS0166328
• wikiData: Q77565159