Natural Product: NPC182350

Natural Product ID:  NPC182350
Common Name:   2''-O-Acetyl-4''-O-P-Hydroxybenzoyl-1'-O-(P-Hydroxyphenyl)-Alpha-L-Rhamnopyranosyl-(1->6)-O-Beta-D-Glucopyranoside
IUPAC Name:   [(2S,3R,4R,5R,6R)-5-acetyloxy-4-hydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy]oxan-3-yl] 4-hydroxybenzoate
Synonyms:  
Molecular Formula:   C27H32O14
Standard InCHIKey:  YGUBZNGDFCPKFN-KWCXJFABSA-N
Standard InCHI:  InChI=1S/C27H32O14/c1-12-23(41-25(35)14-3-5-15(29)6-4-14)22(34)24(38-13(2)28)27(37-12)36-11-18-19(31)20(32)21(33)26(40-18)39-17-9-7-16(30)8-10-17/h3-10,12,18-24,26-27,29-34H,11H2,1-2H3/t12-,18+,19+,20-,21+,22+,23-,24+,26+,27+/m0/s1
Canonical SMILES:  Oc1ccc(cc1)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2OC(=O)C)O)OC(=O)c2ccc(cc2)O)[C@H]([C@@H]([C@H]1O)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO5731 Euphorbia humifusa Species Euphorbiaceae Eukaryota UNPD*
NPO2922 Botryosphaeria berengeriana Species Botryosphaeriaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 24679441

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC182350 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9577 High Similarity NPC471028
0.9444 High Similarity NPC291153
0.9437 High Similarity NPC65833
0.9366 High Similarity NPC80098
0.9097 High Similarity NPC79908
0.9073 High Similarity NPC194095
0.9073 High Similarity NPC191046
0.9073 High Similarity NPC327032
0.9067 High Similarity NPC36130
0.9067 High Similarity NPC134905
0.9054 High Similarity NPC4958
0.9054 High Similarity NPC140722
0.9054 High Similarity NPC92054
0.9034 High Similarity NPC31081
0.9034 High Similarity NPC245219
0.902 High Similarity NPC133984
0.9013 High Similarity NPC10205
0.9007 High Similarity NPC157898
0.9 High Similarity NPC93619
0.8993 High Similarity NPC111785
0.8973 High Similarity NPC478250
0.8968 High Similarity NPC25389
0.8968 High Similarity NPC472859
0.8968 High Similarity NPC311803
0.8968 High Similarity NPC101636
0.8961 High Similarity NPC74319
0.8961 High Similarity NPC287872
0.8954 High Similarity NPC471405
0.8951 High Similarity NPC471345
0.891 High Similarity NPC298171
0.891 High Similarity NPC90905
0.891 High Similarity NPC4013
0.8903 High Similarity NPC119125
0.8903 High Similarity NPC166277
0.8896 High Similarity NPC43638
0.8896 High Similarity NPC60966
0.8882 High Similarity NPC137813
0.8875 High Similarity NPC102851
0.8875 High Similarity NPC5786
0.8873 High Similarity NPC114116
0.8859 High Similarity NPC473149
0.8839 High Similarity NPC22062
0.8839 High Similarity NPC160780
0.8839 High Similarity NPC473634
0.8839 High Similarity NPC138811
0.8839 High Similarity NPC289811
0.8831 High Similarity NPC170475
0.8831 High Similarity NPC206378
0.8831 High Similarity NPC127406
0.8824 High Similarity NPC92153
0.8824 High Similarity NPC230439
0.8824 High Similarity NPC299761
0.8824 High Similarity NPC279281
0.882 High Similarity NPC163165
0.8819 High Similarity NPC294470
0.8812 High Similarity NPC199079
0.8812 High Similarity NPC210808
0.8797 High Similarity NPC99216
0.879 High Similarity NPC472876
0.879 High Similarity NPC285108
0.879 High Similarity NPC148273
0.879 High Similarity NPC33298
0.8782 High Similarity NPC203020
0.8782 High Similarity NPC473623
0.8782 High Similarity NPC289346
0.8782 High Similarity NPC239966
0.8782 High Similarity NPC246469
0.8782 High Similarity NPC142860
0.8782 High Similarity NPC271270
0.8782 High Similarity NPC97285
0.8782 High Similarity NPC328093
0.8774 High Similarity NPC1913
0.8774 High Similarity NPC473512
0.8774 High Similarity NPC226759
0.8774 High Similarity NPC129827
0.8774 High Similarity NPC44931
0.8774 High Similarity NPC65003
0.8766 High Similarity NPC99233
0.8766 High Similarity NPC39351
0.8766 High Similarity NPC97052
0.8766 High Similarity NPC169248
0.8766 High Similarity NPC27408
0.8766 High Similarity NPC26195
0.8766 High Similarity NPC72649
0.8766 High Similarity NPC95090
0.8758 High Similarity NPC259767
0.8758 High Similarity NPC257011
0.8758 High Similarity NPC137871
0.8758 High Similarity NPC215811
0.8758 High Similarity NPC88484
0.8758 High Similarity NPC9002
0.8758 High Similarity NPC288152
0.875 High Similarity NPC658
0.875 High Similarity NPC197708
0.875 High Similarity NPC212729
0.8742 High Similarity NPC262222
0.8742 High Similarity NPC22137
0.8742 High Similarity NPC68592
0.8742 High Similarity NPC298666
0.8742 High Similarity NPC70441
0.8742 High Similarity NPC64425
0.8732 High Similarity NPC246869
0.8732 High Similarity NPC138777
0.8732 High Similarity NPC225384
0.8726 High Similarity NPC477628
0.8726 High Similarity NPC477629
0.8726 High Similarity NPC48093
0.8726 High Similarity NPC132737
0.8726 High Similarity NPC270675
0.8726 High Similarity NPC85707
0.8726 High Similarity NPC159579
0.8726 High Similarity NPC259957
0.8726 High Similarity NPC472994
0.8726 High Similarity NPC303913
0.8726 High Similarity NPC224530
0.8726 High Similarity NPC216496
0.8726 High Similarity NPC195685
0.8726 High Similarity NPC129217
0.8726 High Similarity NPC210961
0.8718 High Similarity NPC43761
0.8718 High Similarity NPC73511
0.8716 High Similarity NPC469367
0.871 High Similarity NPC473657
0.871 High Similarity NPC295613
0.8701 High Similarity NPC39360
0.8701 High Similarity NPC210003
0.8701 High Similarity NPC143851
0.8701 High Similarity NPC106625
0.8701 High Similarity NPC299435
0.8701 High Similarity NPC83283
0.8701 High Similarity NPC29763
0.8701 High Similarity NPC260604
0.869 High Similarity NPC166180
0.8684 High Similarity NPC100818
0.8679 High Similarity NPC139060
0.8675 High Similarity NPC302989
0.8671 High Similarity NPC190450
0.8671 High Similarity NPC240306
0.8671 High Similarity NPC27942
0.8671 High Similarity NPC475382
0.8667 High Similarity NPC474044
0.8662 High Similarity NPC200708
0.8662 High Similarity NPC153342
0.8662 High Similarity NPC271479
0.8662 High Similarity NPC472320
0.8662 High Similarity NPC187379
0.8658 High Similarity NPC77922
0.8658 High Similarity NPC473281
0.8654 High Similarity NPC161749
0.8654 High Similarity NPC474401
0.8654 High Similarity NPC258035
0.8654 High Similarity NPC197896
0.8654 High Similarity NPC474398
0.8654 High Similarity NPC476026
0.8654 High Similarity NPC313163
0.8654 High Similarity NPC156457
0.8654 High Similarity NPC108831
0.8654 High Similarity NPC182634
0.8654 High Similarity NPC472860
0.8654 High Similarity NPC23817
0.8654 High Similarity NPC474441
0.865 High Similarity NPC169645
0.865 High Similarity NPC84482
0.8649 High Similarity NPC145319
0.8642 High Similarity NPC472386
0.8642 High Similarity NPC474522
0.8636 High Similarity NPC259182
0.8636 High Similarity NPC121001
0.8634 High Similarity NPC198125
0.8634 High Similarity NPC95421
0.8627 High Similarity NPC213723
0.8627 High Similarity NPC131874
0.8625 High Similarity NPC89809
0.8625 High Similarity NPC473278
0.8625 High Similarity NPC260504
0.8618 High Similarity NPC476394
0.8618 High Similarity NPC98809
0.8616 High Similarity NPC124155
0.8616 High Similarity NPC311850
0.8616 High Similarity NPC473644
0.8616 High Similarity NPC257566
0.8616 High Similarity NPC80068
0.8616 High Similarity NPC121703
0.8608 High Similarity NPC253788
0.8608 High Similarity NPC265885
0.8608 High Similarity NPC276377
0.8608 High Similarity NPC215710
0.8608 High Similarity NPC476215
0.8608 High Similarity NPC473438
0.8608 High Similarity NPC249281
0.8608 High Similarity NPC116458
0.8608 High Similarity NPC173582
0.8608 High Similarity NPC181465
0.8608 High Similarity NPC139320
0.8608 High Similarity NPC282169
0.8608 High Similarity NPC246943
0.8608 High Similarity NPC163242
0.8601 High Similarity NPC46137
0.8601 High Similarity NPC235294
0.86 High Similarity NPC138915

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC182350 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8654 High Similarity NPD4381 Clinical (unspecified phase)
0.8405 Intermediate Similarity NPD7054 Approved
0.8405 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.84 Intermediate Similarity NPD4628 Phase 3
0.8354 Intermediate Similarity NPD7472 Approved
0.8354 Intermediate Similarity NPD7074 Phase 3
0.8313 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD7685 Pre-registration
0.8253 Intermediate Similarity NPD7251 Discontinued
0.8228 Intermediate Similarity NPD8455 Phase 2
0.8204 Intermediate Similarity NPD7808 Phase 3
0.82 Intermediate Similarity NPD7266 Discontinued
0.8193 Intermediate Similarity NPD6797 Phase 2
0.8187 Intermediate Similarity NPD7075 Discontinued
0.8125 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8038 Intermediate Similarity NPD4380 Phase 2
0.8012 Intermediate Similarity NPD3818 Discontinued
0.8 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7973 Intermediate Similarity NPD6233 Phase 2
0.7941 Intermediate Similarity NPD8313 Approved
0.7941 Intermediate Similarity NPD8312 Approved
0.7937 Intermediate Similarity NPD6801 Discontinued
0.7931 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7929 Intermediate Similarity NPD6559 Discontinued
0.7911 Intermediate Similarity NPD1653 Approved
0.7885 Intermediate Similarity NPD6799 Approved
0.7875 Intermediate Similarity NPD7411 Suspended
0.7857 Intermediate Similarity NPD5844 Phase 1
0.7848 Intermediate Similarity NPD5403 Approved
0.784 Intermediate Similarity NPD5402 Approved
0.7792 Intermediate Similarity NPD1549 Phase 2
0.7785 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6166 Phase 2
0.7771 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD6190 Approved
0.775 Intermediate Similarity NPD7458 Discontinued
0.7746 Intermediate Similarity NPD9545 Approved
0.7727 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD5401 Approved
0.7716 Intermediate Similarity NPD1934 Approved
0.7669 Intermediate Similarity NPD2801 Approved
0.7669 Intermediate Similarity NPD7819 Suspended
0.7669 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD1091 Approved
0.7644 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD1933 Approved
0.7625 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD3817 Phase 2
0.7622 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6599 Discontinued
0.7588 Intermediate Similarity NPD7228 Approved
0.758 Intermediate Similarity NPD3750 Approved
0.7561 Intermediate Similarity NPD1465 Phase 2
0.755 Intermediate Similarity NPD6798 Discontinued
0.7548 Intermediate Similarity NPD2935 Discontinued
0.7533 Intermediate Similarity NPD6832 Phase 2
0.7532 Intermediate Similarity NPD7097 Phase 1
0.7514 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7783 Phase 2
0.75 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7435 Discontinued
0.7484 Intermediate Similarity NPD7033 Discontinued
0.7483 Intermediate Similarity NPD1481 Phase 2
0.7471 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD7768 Phase 2
0.745 Intermediate Similarity NPD1203 Approved
0.744 Intermediate Similarity NPD5494 Approved
0.7436 Intermediate Similarity NPD1551 Phase 2
0.7436 Intermediate Similarity NPD2796 Approved
0.7433 Intermediate Similarity NPD7585 Approved
0.7415 Intermediate Similarity NPD1535 Discovery
0.7403 Intermediate Similarity NPD230 Phase 1
0.7403 Intermediate Similarity NPD6355 Discontinued
0.7396 Intermediate Similarity NPD7199 Phase 2
0.7391 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4062 Phase 3
0.7384 Intermediate Similarity NPD3751 Discontinued
0.7383 Intermediate Similarity NPD3225 Approved
0.738 Intermediate Similarity NPD7583 Approved
0.7375 Intermediate Similarity NPD7440 Discontinued
0.7372 Intermediate Similarity NPD1510 Phase 2
0.7365 Intermediate Similarity NPD3882 Suspended
0.7358 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD1240 Approved
0.7337 Intermediate Similarity NPD6777 Approved
0.7337 Intermediate Similarity NPD6782 Approved
0.7337 Intermediate Similarity NPD6781 Approved
0.7337 Intermediate Similarity NPD6780 Approved
0.7337 Intermediate Similarity NPD6778 Approved
0.7337 Intermediate Similarity NPD6776 Approved
0.7337 Intermediate Similarity NPD6779 Approved
0.7329 Intermediate Similarity NPD1511 Approved
0.7312 Intermediate Similarity NPD7698 Approved
0.7312 Intermediate Similarity NPD7696 Phase 3
0.7312 Intermediate Similarity NPD3887 Approved
0.7312 Intermediate Similarity NPD7697 Approved
0.7312 Intermediate Similarity NPD2354 Approved
0.7303 Intermediate Similarity NPD8434 Phase 2
0.7294 Intermediate Similarity NPD6959 Discontinued
0.7289 Intermediate Similarity NPD37 Approved
0.7287 Intermediate Similarity NPD7584 Approved
0.7278 Intermediate Similarity NPD6234 Discontinued
0.7263 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD7874 Approved
0.7262 Intermediate Similarity NPD4965 Approved
0.7262 Intermediate Similarity NPD4967 Phase 2
0.7262 Intermediate Similarity NPD4966 Approved
0.7261 Intermediate Similarity NPD3748 Approved
0.7251 Intermediate Similarity NPD3787 Discontinued
0.7249 Intermediate Similarity NPD7701 Phase 2
0.7248 Intermediate Similarity NPD1608 Approved
0.7248 Intermediate Similarity NPD9717 Approved
0.7244 Intermediate Similarity NPD1607 Approved
0.7239 Intermediate Similarity NPD1512 Approved
0.7239 Intermediate Similarity NPD6273 Approved
0.7219 Intermediate Similarity NPD3749 Approved
0.7219 Intermediate Similarity NPD2797 Approved
0.7216 Intermediate Similarity NPD7240 Approved
0.7212 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD8151 Discontinued
0.7209 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD3268 Approved
0.7208 Intermediate Similarity NPD3764 Approved
0.7188 Intermediate Similarity NPD1652 Phase 2
0.7181 Intermediate Similarity NPD7871 Phase 2
0.7181 Intermediate Similarity NPD7870 Phase 2
0.7179 Intermediate Similarity NPD4340 Discontinued
0.7174 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7166 Intermediate Similarity NPD6823 Phase 2
0.7152 Intermediate Similarity NPD2799 Discontinued
0.7152 Intermediate Similarity NPD4308 Phase 3
0.7151 Intermediate Similarity NPD6232 Discontinued
0.7143 Intermediate Similarity NPD1894 Discontinued
0.7135 Intermediate Similarity NPD7699 Phase 2
0.7135 Intermediate Similarity NPD7700 Phase 2
0.7126 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6386 Approved
0.7126 Intermediate Similarity NPD7473 Discontinued
0.7126 Intermediate Similarity NPD6385 Approved
0.7125 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD9494 Approved
0.7108 Intermediate Similarity NPD3226 Approved
0.7097 Intermediate Similarity NPD2313 Discontinued
0.7093 Intermediate Similarity NPD8127 Discontinued
0.7083 Intermediate Similarity NPD6844 Discontinued
0.707 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD447 Suspended
0.707 Intermediate Similarity NPD5124 Phase 1
0.7067 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6535 Approved
0.7065 Intermediate Similarity NPD6534 Approved
0.7063 Intermediate Similarity NPD2353 Approved
0.7063 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5058 Phase 3
0.7047 Intermediate Similarity NPD17 Approved
0.7047 Intermediate Similarity NPD7801 Approved
0.7045 Intermediate Similarity NPD7286 Phase 2
0.7037 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD1241 Discontinued
0.7032 Intermediate Similarity NPD7095 Approved
0.7025 Intermediate Similarity NPD6653 Approved
0.7022 Intermediate Similarity NPD7039 Approved
0.7022 Intermediate Similarity NPD7038 Approved
0.702 Intermediate Similarity NPD3972 Approved
0.7017 Intermediate Similarity NPD8150 Discontinued
0.7013 Intermediate Similarity NPD2861 Phase 2
0.7006 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD1613 Approved
0.7 Intermediate Similarity NPD8319 Approved
0.7 Intermediate Similarity NPD8320 Phase 1
0.7 Intermediate Similarity NPD5353 Approved
0.6982 Remote Similarity NPD7577 Discontinued
0.6981 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6975 Remote Similarity NPD6674 Discontinued
0.6974 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6972 Remote Similarity NPD1358 Approved
0.6972 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6968 Remote Similarity NPD4908 Phase 1
0.6966 Remote Similarity NPD5953 Discontinued
0.6966 Remote Similarity NPD7843 Approved
0.6963 Remote Similarity NPD7999 Approved
0.6957 Remote Similarity NPD2346 Discontinued
0.6957 Remote Similarity NPD2344 Approved
0.6954 Remote Similarity NPD422 Phase 1
0.6948 Remote Similarity NPD2798 Approved
0.6948 Remote Similarity NPD1019 Discontinued
0.6948 Remote Similarity NPD5647 Approved
0.6933 Remote Similarity NPD7003 Approved
0.6928 Remote Similarity NPD5049 Phase 3
0.6923 Remote Similarity NPD3027 Phase 3
0.6919 Remote Similarity NPD6212 Phase 3
0.6919 Remote Similarity NPD6213 Phase 3

Structure

External Identifiers

PubChem CID   90671006
ChEMBL   CHEMBL3236503
ZINC  

Physicochemical Properties

Molecular Weight:  580.18
ALogP:  -3.6264
MLogP:  2.89
XLogP:  0.7
# Rotatable Bonds:  18
Polar Surface Area:  210.9
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  41

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs