Ustusolate E

Details

• Internal ID: 9d6aa624-3fd3-407d-91e5-40aa85ae13df
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] (2E,4E)-6-oxohexa-2,4-dienoate
• SMILES (Canonical): CC1(CCCC2(C1C(C=C3C2(C(=O)OC3)O)OC(=O)C=CC=CC=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@@H](C=C3[C@@]2(C(=O)OC3)O)OC(=O)/C=C/C=C/C=O)(C)C
• InChI: InChI=1S/C21H26O6/c1-19(2)9-7-10-20(3)17(19)15(27-16(23)8-5-4-6-11-22)12-14-13-26-18(24)21(14,20)25/h4-6,8,11-12,15,17,25H,7,9-10,13H2,1-3H3/b6-4+,8-5+/t15-,17+,20+,21+/m1/s1
• InChI Key: NTEIYTQTTHYBTI-BEFOBABASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 1175543-06-2
• [(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] (2E,4E)-6-oxohexa-2,4-dienoate
• CHEMBL1078135
• AKOS040762474

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.5971	59.71%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8604	86.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.7965	79.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5604	56.04%
BSEP inhibitior	-	0.5583	55.83%
P-glycoprotein inhibitior	-	0.5726	57.26%
P-glycoprotein substrate	-	0.7241	72.41%
CYP3A4 substrate	+	0.6562	65.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	+	0.5401	54.01%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	+	0.5192	51.92%
CYP2C8 inhibition	+	0.4448	44.48%
CYP inhibitory promiscuity	-	0.7849	78.49%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9717	97.17%
Skin irritation	-	0.5175	51.75%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6647	66.47%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6001	60.01%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6381	63.81%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7057	70.57%
Androgen receptor binding	+	0.6885	68.85%
Thyroid receptor binding	+	0.5350	53.50%
Glucocorticoid receptor binding	+	0.6750	67.50%
Aromatase binding	+	0.6815	68.15%
PPAR gamma	-	0.6224	62.24%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.96%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.76%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.90%	97.25%
CHEMBL4208	P20618	Proteasome component C5	81.10%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.97%	99.23%

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: 44480472
• NPASS: NPC56448
• ChEMBL: CHEMBL1078135
• LOTUS: LTS0167539
• wikiData: Q77503326