Sugetriol triacetate

Details

• Internal ID: df266801-73b5-4e55-81a6-eb67af2562d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,3S,6S,7S,9S,10S)-3,6-diacetyloxy-4,10,11,11-tetramethyl-9-tricyclo[5.3.1.01,5]undec-4-enyl] acetate
• SMILES (Canonical): CC1C(CC2C(C3=C(C(CC13C2(C)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@H](C[C@@H]2[C@@H](C3=C([C@H](C[C@]13C2(C)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H30O6/c1-10-17(26-13(4)23)9-21-11(2)16(25-12(3)22)8-15(20(21,6)7)19(18(10)21)27-14(5)24/h11,15-17,19H,8-9H2,1-7H3/t11-,15-,16+,17+,19+,21+/m1/s1
• InChI Key: LCYMMMXHRHJXJB-ZHOQLOPFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₆
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.20423867 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEBI:175864
• DTXSID101105466
• [(1R,3S,6S,7S,9S,10S)-3,6-diacetyloxy-4,10,11,11-tetramethyl-9-tricyclo[5.3.1.01,5]undec-4-enyl] acetate
• 17928-62-0
• 3H-3a,7-Methanoazulene-2,5,8-triol, 2,4,5,6,7,8-hexahydro-1,4,9,9-tetramethyl-, 2,5,8-triacetate, (2S,3aR,4S,5S,7S,8S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.6528	65.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7728	77.28%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9020	90.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6406	64.06%
P-glycoprotein substrate	-	0.6451	64.51%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.8615	86.15%
CYP2C8 inhibition	-	0.7235	72.35%
CYP inhibitory promiscuity	-	0.8849	88.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8555	85.55%
Carcinogenicity (trinary)	Non-required	0.5923	59.23%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.7660	76.60%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6071	60.71%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5239	52.39%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5880	58.80%
Acute Oral Toxicity (c)	III	0.6562	65.62%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.5907	59.07%
Thyroid receptor binding	+	0.5823	58.23%
Glucocorticoid receptor binding	+	0.7431	74.31%
Aromatase binding	-	0.5395	53.95%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.6130	61.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.80%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.68%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.09%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.74%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.49%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.40%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%

Plants that contains it

• Cyperus rotundus

Cross-Links

• PubChem: 101625871
• LOTUS: LTS0203765
• wikiData: Q105150057