[(3R,3aS,4S,6R,6aR,7R,8R,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-7-[(2S)-2-methylbutanoyl]oxy-8-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 90404552-c9e7-45c9-b9b8-235451d0bfca
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(3R,3aS,4S,6R,6aR,7R,8R,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-7-[(2S)-2-methylbutanoyl]oxy-8-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(C2C(C(C(=C2C3C1(C(C(=O)O3)(C)O)O)C)OC(=O)C(=CC)C)OC(=O)C(C)CC)(C)OC(=O)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1C[C@@]([C@H]2[C@H]([C@@H](C(=C2[C@H]3[C@@]1([C@@](C(=O)O3)(C)O)O)C)OC(=O)/C(=C/C)/C)OC(=O)[C@@H](C)CC)(C)OC(=O)C
• InChI: InChI=1S/C32H46O12/c1-11-15(4)26(34)40-20-14-30(9,44-19(8)33)22-21(25-32(20,39)31(10,38)29(37)43-25)18(7)23(41-27(35)16(5)12-2)24(22)42-28(36)17(6)13-3/h12,15,17,20,22-25,38-39H,11,13-14H2,1-10H3/b16-12+/t15-,17+,20+,22-,23-,24-,25+,30-,31+,32+/m1/s1
• InChI Key: HFOWPGYNUNTWAC-KRCOLECJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₂
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.29892690 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.86
• 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	+	0.9624	96.24%
Caco-2	-	0.8049	80.49%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6148	61.48%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.8692	86.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9629	96.29%
P-glycoprotein inhibitior	+	0.8286	82.86%
P-glycoprotein substrate	+	0.7786	77.86%
CYP3A4 substrate	+	0.6689	66.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	+	0.6445	64.45%
CYP2C9 inhibition	+	0.5460	54.60%
CYP2C19 inhibition	+	0.5262	52.62%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	+	0.5543	55.43%
CYP2C8 inhibition	+	0.4689	46.89%
CYP inhibitory promiscuity	-	0.7935	79.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.4378	43.78%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.6087	60.87%
Skin corrosion	-	0.9055	90.55%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7116	71.16%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6485	64.85%
skin sensitisation	-	0.7863	78.63%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4716	47.16%
Acute Oral Toxicity (c)	III	0.4090	40.90%
Estrogen receptor binding	+	0.7681	76.81%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	+	0.5577	55.77%
Glucocorticoid receptor binding	+	0.7561	75.61%
Aromatase binding	+	0.7281	72.81%
PPAR gamma	+	0.7139	71.39%
Honey bee toxicity	-	0.7082	70.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9535	95.35%

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	97.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.75%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.41%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	87.29%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.77%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.10%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.81%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.50%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.94%	93.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.85%	97.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.47%	92.62%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.88%	80.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.61%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.52%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.20%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.11%	93.56%

Plants that contains it

• Thapsia transtagana

Cross-Links

• PubChem: 163104260
• LOTUS: LTS0000483
• wikiData: Q105027432