Ustusol A

Details

• Internal ID: 645583d4-0a3b-486c-9561-b437f092ab97
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,4aS,7S,8aS)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydronaphthalen-1-one
• SMILES (Canonical): CC1=CC(=O)C2C(C(CCC2(C1(CO)O)C)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)[C@@H]2[C@@]([C@]1(CO)O)(CC[C@@H](C2(C)C)O)C
• InChI: InChI=1S/C15H24O4/c1-9-7-10(17)12-13(2,3)11(18)5-6-14(12,4)15(9,19)8-16/h7,11-12,16,18-19H,5-6,8H2,1-4H3/t11-,12-,14-,15+/m0/s1
• InChI Key: YMOQABSTCGJNMC-NZBPQXDJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1175543-02-8
• (4R,4aS,7S,8aS)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydronaphthalen-1-one
• CHEMBL1077415
• AKOS040762471
• 3,4aalpha,8,8-Tetramethyl-4alpha-(hydroxymethyl)-4,7alpha-dihydroxy-1,4,4a,5,6,7,8,8abeta-octahydronaphthalene-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5858	58.58%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8625	86.25%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.8911	89.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5174	51.74%
BSEP inhibitior	-	0.8963	89.63%
P-glycoprotein inhibitior	-	0.9624	96.24%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.6914	69.14%
CYP2C9 inhibition	-	0.8465	84.65%
CYP2C19 inhibition	-	0.9071	90.71%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	-	0.9017	90.17%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7433	74.33%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8784	87.84%
Skin irritation	-	0.5567	55.67%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7202	72.02%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5348	53.48%
skin sensitisation	-	0.7541	75.41%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.7469	74.69%
Estrogen receptor binding	-	0.5605	56.05%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	+	0.5611	56.11%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	-	0.6801	68.01%
PPAR gamma	-	0.7735	77.35%
Honey bee toxicity	-	0.9180	91.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9814	98.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.89%	91.11%
CHEMBL1871	P10275	Androgen Receptor	89.90%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.06%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.09%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.43%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.35%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.40%	86.00%

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: 44480213
• NPASS: NPC116726
• LOTUS: LTS0038843
• wikiData: Q77498475