2-[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-4,7,8,10,13-pentaacetyloxy-12-hydroxy-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-2-yl]propan-2-yl benzoate

Details

• Internal ID: cad1fdf0-1b38-4135-92d8-582dbb3d1ba7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: 2-[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-4,7,8,10,13-pentaacetyloxy-12-hydroxy-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-2-yl]propan-2-yl benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1OC(=O)C)C(C)(C)OC(=O)C5=CC=CC=C5)OC4)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@@]4([C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)OC(=O)C5=CC=CC=C5)OC4)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H46O14/c1-18-25(46-19(2)38)16-36(34(7,8)51-33(44)24-13-11-10-12-14-24)28(18)29(48-21(4)40)31(49-22(5)41)35(9)27(47-20(3)39)15-26(43)37(50-23(6)42)17-45-32(36)30(35)37/h10-14,25-27,29-32,43H,15-17H2,1-9H3/t25-,26-,27-,29+,30-,31-,32-,35+,36-,37-/m0/s1
• InChI Key: GPIUIJXTLDGVBC-KBSYMDHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₁₄
• Molecular Weight: 714.80 g/mol
• Exact Mass: 714.28875614 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 14
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.8012	80.12%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8272	82.72%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8530	85.30%
OATP1B3 inhibitior	+	0.8957	89.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7864	78.64%
BSEP inhibitior	+	0.9884	98.84%
P-glycoprotein inhibitior	+	0.8677	86.77%
P-glycoprotein substrate	+	0.6996	69.96%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.6445	64.45%
CYP2C9 inhibition	-	0.5707	57.07%
CYP2C19 inhibition	-	0.7635	76.35%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.6874	68.74%
CYP2C8 inhibition	+	0.8755	87.55%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5538	55.38%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.7803	78.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4717	47.17%
Acute Oral Toxicity (c)	I	0.3144	31.44%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	+	0.6118	61.18%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.7513	75.13%
Honey bee toxicity	-	0.6438	64.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.70%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.27%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.98%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.77%	94.62%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	95.33%	87.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL5028	O14672	ADAM10	88.97%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.40%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.89%	81.11%
CHEMBL1914	P06276	Butyrylcholinesterase	87.40%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.60%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.76%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.40%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.51%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.34%	93.04%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.56%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.49%	93.56%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Taxus mairei
• Tecomella undulata

Cross-Links

• PubChem: 11072583
• NPASS: NPC143928
• LOTUS: LTS0266273
• wikiData: Q105014854