[(1R,2S,4S,5R,6S,7S,8S,9R,12R)-4,5-diacetyloxy-7-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-2-carboxylate

Details

• Internal ID: 64fedb31-a71b-4b4c-8249-b74e9dc4e854
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,4S,5R,6S,7S,8S,9R,12R)-4,5-diacetyloxy-7-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-2-carboxylate
• SMILES (Canonical): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CO5)C(O3)(C)C)O)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)OC[C@@]12[C@H]([C@H](C[C@]([C@]13[C@@H]([C@H]([C@@H]([C@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CO5)C(O3)(C)C)O)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C35H42O14/c1-18(2)29(39)44-17-34-27(46-20(4)37)23(45-19(3)36)16-33(7,42)35(34)26(38)24(32(5,6)49-35)25(47-31(41)22-14-11-15-43-22)28(34)48-30(40)21-12-9-8-10-13-21/h8-15,18,23-28,38,42H,16-17H2,1-7H3/t23-,24-,25-,26+,27-,28+,33-,34-,35+/m0/s1
• InChI Key: YQPDCBWWZAUMHW-BXKIXMDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₁₄
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.25745601 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 14
• 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	+	0.8566	85.66%
Caco-2	-	0.8197	81.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6630	66.30%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8453	84.53%
OATP1B3 inhibitior	+	0.8921	89.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9529	95.29%
P-glycoprotein inhibitior	+	0.8589	85.89%
P-glycoprotein substrate	+	0.5933	59.33%
CYP3A4 substrate	+	0.6965	69.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.7817	78.17%
CYP2C9 inhibition	-	0.7513	75.13%
CYP2C19 inhibition	-	0.8397	83.97%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	+	0.7157	71.57%
CYP inhibitory promiscuity	-	0.7902	79.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5147	51.47%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7405	74.05%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4657	46.57%
Acute Oral Toxicity (c)	I	0.4044	40.44%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.7314	73.14%
Thyroid receptor binding	+	0.6414	64.14%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.6224	62.24%
PPAR gamma	+	0.7351	73.51%
Honey bee toxicity	-	0.7386	73.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9812	98.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.84%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.40%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.27%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	89.95%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.68%	95.17%
CHEMBL2996	Q05655	Protein kinase C delta	87.99%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.49%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.86%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.76%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.66%	83.00%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL4208	P20618	Proteasome component C5	81.89%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.24%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.12%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%

Plants that contains it

• Celastrus angulata

Cross-Links

• PubChem: 163043228
• LOTUS: LTS0156515
• wikiData: Q105352447