(1R,2R,20R,37R,44S,45R,49S,50S,56S)-45-(3,4-dihydroxyphenyl)-7,8,9,12,13,14,25,26,27,30,31,32,35,41,44-pentadecahydroxy-3,18,21,38,46,51,54-heptaoxadodecacyclo[27.21.3.334,50.02,20.05,10.011,16.023,28.033,53.037,49.039,48.042,47.037,56]hexapentaconta-5,7,9,11,13,15,23,25,27,29(53),30,32,34,39(48),40,42(47)-hexadecaene-4,17,22,36,52,55-hexone

Details

• Internal ID: 55ab5c93-2d12-4450-887c-4e2a7cfdae73
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Complex tannins
• IUPAC Name: (1R,2R,20R,37R,44S,45R,49S,50S,56S)-45-(3,4-dihydroxyphenyl)-7,8,9,12,13,14,25,26,27,30,31,32,35,41,44-pentadecahydroxy-3,18,21,38,46,51,54-heptaoxadodecacyclo[27.21.3.334,50.02,20.05,10.011,16.023,28.033,53.037,49.039,48.042,47.037,56]hexapentaconta-5,7,9,11,13,15,23,25,27,29(53),30,32,34,39(48),40,42(47)-hexadecaene-4,17,22,36,52,55-hexone
• SMILES (Canonical): C1C(C(OC2=C1C(=CC3=C2C4C5C6C7C(COC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O7)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C(=C1O)O)O)C1=C(C(=O)C4(C1C(=O)O5)O3)O)C(=O)O6)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=CC3=C2[C@H]4[C@H]5[C@@H]6[C@H]7[C@@H](COC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O7)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C(=C1O)O)O)C1=C(C(=O)[C@@]4([C@H]1C(=O)O5)O3)O)C(=O)O6)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C55H36O30/c56-15-2-1-10(3-17(15)58)44-21(62)4-11-16(57)8-22-27(45(11)81-44)32-47-48-46-23(9-79-50(74)12-5-18(59)34(63)37(66)24(12)25-13(52(76)82-46)6-19(60)35(64)38(25)67)80-51(75)14-7-20(61)36(65)39(68)26(14)28-30(53(77)84-48)29(41(70)43(72)40(28)69)31-33(54(78)83-47)55(32,85-22)49(73)42(31)71/h1-3,5-8,21,23,32-33,44,46-48,56-72H,4,9H2/t21-,23+,32-,33+,44+,46+,47-,48-,55+/m0/s1
• InChI Key: GCVPUYDXNUQSNY-HYRTWKQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₃₆O₃₀
• Molecular Weight: 1176.90 g/mol
• Exact Mass: 1176.12913973 g/mol
• Topological Polar Surface Area (TPSA): 511.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	-	0.8765	87.65%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7346	73.46%
OATP2B1 inhibitior	-	0.7188	71.88%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7787	77.87%
P-glycoprotein inhibitior	+	0.7319	73.19%
P-glycoprotein substrate	+	0.6750	67.50%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8221	82.21%
CYP3A4 inhibition	-	0.8542	85.42%
CYP2C9 inhibition	-	0.5345	53.45%
CYP2C19 inhibition	-	0.6880	68.80%
CYP2D6 inhibition	-	0.8334	83.34%
CYP1A2 inhibition	-	0.8209	82.09%
CYP2C8 inhibition	+	0.8070	80.70%
CYP inhibitory promiscuity	-	0.8650	86.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5428	54.28%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7242	72.42%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6678	66.78%
Micronuclear	+	0.8033	80.33%
Hepatotoxicity	-	0.6322	63.22%
skin sensitisation	-	0.7792	77.92%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6328	63.28%
Acute Oral Toxicity (c)	III	0.3619	36.19%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	+	0.7769	77.69%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	+	0.5717	57.17%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.6056	60.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	99.91%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.71%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.55%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	94.96%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.64%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.83%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.32%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.28%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.24%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.07%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.51%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.63%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.19%	100.00%
CHEMBL2535	P11166	Glucose transporter	85.52%	98.75%
CHEMBL3194	P02766	Transthyretin	84.15%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.14%	85.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.39%	93.03%
CHEMBL4530	P00488	Coagulation factor XIII	82.67%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.06%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.26%	91.38%
CHEMBL4208	P20618	Proteasome component C5	81.24%	90.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.15%	92.88%
CHEMBL1902	P62942	FK506-binding protein 1A	80.01%	97.05%

Plants that contains it

• Quercus suber

Cross-Links

• PubChem: 162933541
• LOTUS: LTS0168501
• wikiData: Q105006506