Ustusolate D

Details

• Internal ID: 42a2fbd6-061f-4d94-ac4e-a5e6f2da1859
• 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)-6,6-dimethoxyhexa-2,4-dienoate
• SMILES (Canonical): CC1(CCCC2(C1C(C=C3C2(C(=O)OC3)O)OC(=O)C=CC=CC(OC)OC)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(OC)OC)(C)C
• InChI: InChI=1S/C23H32O7/c1-21(2)11-8-12-22(3)19(21)16(13-15-14-29-20(25)23(15,22)26)30-17(24)9-6-7-10-18(27-4)28-5/h6-7,9-10,13,16,18-19,26H,8,11-12,14H2,1-5H3/b9-6+,10-7+/t16-,19+,22+,23+/m1/s1
• InChI Key: IHLICQZFMFYTOA-ODJYOQRJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₇
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.21480336 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL1080953

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.6010	60.10%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8503	85.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.8669	86.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5604	56.04%
BSEP inhibitior	-	0.7844	78.44%
P-glycoprotein inhibitior	-	0.4743	47.43%
P-glycoprotein substrate	-	0.6547	65.47%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9103	91.03%
CYP3A4 inhibition	-	0.7879	78.79%
CYP2C9 inhibition	+	0.5074	50.74%
CYP2C19 inhibition	-	0.7953	79.53%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	-	0.5195	51.95%
CYP2C8 inhibition	+	0.4545	45.45%
CYP inhibitory promiscuity	-	0.8138	81.38%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5168	51.68%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9526	95.26%
Skin irritation	-	0.5893	58.93%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4828	48.28%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6036	60.36%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6891	68.91%
Acute Oral Toxicity (c)	III	0.5208	52.08%
Estrogen receptor binding	+	0.6397	63.97%
Androgen receptor binding	+	0.6838	68.38%
Thyroid receptor binding	+	0.6283	62.83%
Glucocorticoid receptor binding	+	0.6326	63.26%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	-	0.6428	64.28%
Honey bee toxicity	-	0.7780	77.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	94.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.29%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.95%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.66%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL2039	P27338	Monoamine oxidase B	82.46%	92.51%
CHEMBL2581	P07339	Cathepsin D	81.63%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.73%	97.14%

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: 44557643
• NPASS: NPC23046
• LOTUS: LTS0271657
• wikiData: Q77496330