[(1S,12R,13S,14S,15S)-14-hydroxy-18,19-dimethoxy-13,14-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-20-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,18-pentaen-12-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: d00167d7-bace-4510-a6f9-909322a42de8
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,12R,13S,14S,15S)-14-hydroxy-18,19-dimethoxy-13,14-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-20-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,18-pentaen-12-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C2=CC(=C(C(=O)C23COC4=C3C1=CC5=C4OCO5)OC)OC)OC(=O)C(=CC)C)(C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@@H]([C@]([C@H](C2=CC(=C(C(=O)[C@@]23COC4=C3C1=CC5=C4OCO5)OC)OC)OC(=O)/C(=C\C)/C)(C)O)C
• InChI: InChI=1S/C32H36O11/c1-9-15(3)29(34)42-23-17(5)31(6,36)28(43-30(35)16(4)10-2)19-12-20(37-7)25(38-8)27(33)32(19)13-39-26-22(32)18(23)11-21-24(26)41-14-40-21/h9-12,17,23,28,36H,13-14H2,1-8H3/b15-9-,16-10-/t17-,23+,28-,31-,32-/m0/s1
• InChI Key: CFIUOXCHUGBSDK-JUJUMTCASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₁
• Molecular Weight: 596.60 g/mol
• Exact Mass: 596.22576196 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.6473	64.73%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7817	78.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9754	97.54%
P-glycoprotein inhibitior	+	0.9069	90.69%
P-glycoprotein substrate	+	0.6253	62.53%
CYP3A4 substrate	+	0.6716	67.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	+	0.7722	77.22%
CYP2C9 inhibition	+	0.7383	73.83%
CYP2C19 inhibition	+	0.6583	65.83%
CYP2D6 inhibition	-	0.7776	77.76%
CYP1A2 inhibition	-	0.7300	73.00%
CYP2C8 inhibition	+	0.5946	59.46%
CYP inhibitory promiscuity	+	0.6910	69.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5096	50.96%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.7362	73.62%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.6128	61.28%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.7031	70.31%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	+	0.8518	85.18%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.7569	75.69%
Honey bee toxicity	-	0.6511	65.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	99.46%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.16%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.01%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.53%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.30%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.59%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.37%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.14%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.12%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.48%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.07%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.51%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.29%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.31%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.27%	98.75%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 154723662
• LOTUS: LTS0182767
• wikiData: Q104956624