[(1S,2S,5S,6S,7R,8S,9R,12R)-12-acetyloxy-5-(2-acetyloxyacetyl)oxy-2,8-dihydroxy-2,6,10-trimethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-10-yl]methyl (E)-2-methylbut-2-enoate

Details

• Internal ID: 460aec0e-d098-4304-874c-4dcdaf511703
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,5S,6S,7R,8S,9R,12R)-12-acetyloxy-5-(2-acetyloxyacetyl)oxy-2,8-dihydroxy-2,6,10-trimethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-10-yl]methyl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1(C2C(C(C3(C(CCC(C3(C2OC(=O)C)O1)(C)O)OC(=O)COC(=O)C)C)OC(=O)C=CC4=CC=CC=C4)O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OCC1([C@@H]2[C@@H]([C@@H]([C@@]3([C@H](CC[C@]([C@]3([C@@H]2OC(=O)C)O1)(C)O)OC(=O)COC(=O)C)C)OC(=O)/C=C/C4=CC=CC=C4)O)C
• InChI: InChI=1S/C35H44O13/c1-8-20(2)31(41)44-19-32(5)27-28(40)30(47-25(38)15-14-23-12-10-9-11-13-23)34(7)24(46-26(39)18-43-21(3)36)16-17-33(6,42)35(34,48-32)29(27)45-22(4)37/h8-15,24,27-30,40,42H,16-19H2,1-7H3/b15-14+,20-8+/t24-,27+,28-,29+,30-,32?,33-,34-,35-/m0/s1
• InChI Key: YHCKEIOMLBIUQU-SEHFLPBWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₃
• Molecular Weight: 672.70 g/mol
• Exact Mass: 672.27819145 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	-	0.8268	82.68%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7525	75.25%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.8773	87.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	+	0.9965	99.65%
P-glycoprotein inhibitior	+	0.8597	85.97%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7134	71.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.6519	65.19%
CYP2C9 inhibition	-	0.6468	64.68%
CYP2C19 inhibition	-	0.7442	74.42%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.6590	65.90%
CYP2C8 inhibition	+	0.8443	84.43%
CYP inhibitory promiscuity	-	0.8240	82.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5425	54.25%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.5623	56.23%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6891	68.91%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4763	47.63%
Acute Oral Toxicity (c)	I	0.4284	42.84%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.7756	77.56%
Aromatase binding	+	0.6513	65.13%
PPAR gamma	+	0.7588	75.88%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.42%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.78%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.81%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.44%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.19%	96.00%
CHEMBL5028	O14672	ADAM10	89.61%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.59%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	88.61%	83.82%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.10%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.80%	89.44%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.77%	94.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.95%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.22%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.06%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.63%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.81%	98.75%

Plants that contains it

• Denhamia celastroides

Cross-Links

• PubChem: 118726322
• LOTUS: LTS0154529
• wikiData: Q105348354