[(1S,2S,3S,4S,6R,7S,8S,9R,10R)-6-acetyloxy-7,9-dihydroxy-1,7-dimethyl-2,8-bis[[(Z)-2-methylbut-2-enoyl]oxy]-4-[(2R)-2-methyloxiran-2-yl]-11-oxabicyclo[8.1.0]undecan-3-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 8ac7cc7b-4190-49d2-9abf-01387f27ab7f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3S,4S,6R,7S,8S,9R,10R)-6-acetyloxy-7,9-dihydroxy-1,7-dimethyl-2,8-bis[[(Z)-2-methylbut-2-enoyl]oxy]-4-[(2R)-2-methyloxiran-2-yl]-11-oxabicyclo[8.1.0]undecan-3-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(CC(C(C(C(C2C(C1OC(=O)C(=CC)C)(O2)C)O)OC(=O)C(=CC)C)(C)O)OC(=O)C)C3(CO3)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@H](C[C@H]([C@]([C@H]([C@@H]([C@@H]2[C@@]([C@H]1OC(=O)/C(=C\C)/C)(O2)C)O)OC(=O)/C(=C\C)/C)(C)O)OC(=O)C)[C@@]3(CO3)C
• InChI: InChI=1S/C32H48O12/c1-11-16(4)27(35)41-23-20(30(8)15-39-30)14-21(40-19(7)33)31(9,38)24(42-28(36)17(5)12-2)22(34)25-32(10,44-25)26(23)43-29(37)18(6)13-3/h12-13,16,20-26,34,38H,11,14-15H2,1-10H3/b17-12-,18-13-/t16-,20+,21-,22+,23+,24+,25-,26+,30+,31+,32+/m1/s1
• InChI Key: UBDBQLDOKLPQJR-FLOFQLGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₁₂
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.31457696 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	-	0.7813	78.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7090	70.90%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	+	0.9701	97.01%
P-glycoprotein inhibitior	+	0.8228	82.28%
P-glycoprotein substrate	-	0.5258	52.58%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.7790	77.90%
CYP2C9 inhibition	-	0.7710	77.10%
CYP2C19 inhibition	-	0.8253	82.53%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8286	82.86%
CYP2C8 inhibition	+	0.4590	45.90%
CYP inhibitory promiscuity	-	0.9044	90.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.6864	68.64%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5949	59.49%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5501	55.01%
skin sensitisation	-	0.8187	81.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.4478	44.78%
Estrogen receptor binding	+	0.7679	76.79%
Androgen receptor binding	+	0.6431	64.31%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.7432	74.32%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.7387	73.87%
Honey bee toxicity	-	0.6582	65.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	98.32%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.27%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.07%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	94.93%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	93.72%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.66%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.31%	97.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.88%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.82%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.69%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.66%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	89.84%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.84%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.49%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.33%	92.62%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.75%	82.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.16%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.10%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.79%	95.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.63%	85.83%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.59%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.64%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.43%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	82.09%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.30%	99.23%

Plants that contains it

• Kleinia fulgens

Cross-Links

• PubChem: 163075310
• LOTUS: LTS0128563
• wikiData: Q105269229