Natural Product: NPC470990

Natural Product ID:  NPC470990
Common Name:   Marphenol C
IUPAC Name:   4-hydroxy-2-[hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)butanoic acid
Synonyms:   Marphenol C
Molecular Formula:   C13H18O7
Standard InCHIKey:  YRZVVDHUZVXLCS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H18O7/c1-20-10-4-7(2-3-9(10)16)12(17)11(13(18)19)8(5-14)6-15/h2-4,8,11-12,14-17H,5-6H2,1H3,(H,18,19)
Canonical SMILES:  OCC(C(C(c1ccc(c(c1)OC)O)O)C(=O)O)CO
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
NPO2766 Schisandra wilsoniana Species Schisandraceae Eukaryota Fruits PMID[23327759]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1452 Cell Line C8166 Homo sapiens CC50 = 84.5 ug/ml 24224794
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 3.14 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified Ratio CC50/EC50 = 26.91 16309311

  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 NPC470990 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
0.9478 High Similarity NPC470991
0.9457 High Similarity NPC195292
0.9333 High Similarity NPC100675
0.9308 High Similarity NPC142985
0.9259 High Similarity NPC147379
0.9248 High Similarity NPC113295
0.9237 High Similarity NPC469480
0.9203 High Similarity NPC223185
0.913 High Similarity NPC27159
0.9118 High Similarity NPC203351
0.9077 High Similarity NPC293641
0.9077 High Similarity NPC20287
0.9077 High Similarity NPC20404
0.9077 High Similarity NPC12022
0.9008 High Similarity NPC278308
0.8955 High Similarity NPC307006
0.8955 High Similarity NPC129889
0.8923 High Similarity NPC280767
0.8906 High Similarity NPC177291
0.8906 High Similarity NPC476343
0.8906 High Similarity NPC194416
0.8889 High Similarity NPC4982
0.8889 High Similarity NPC176814
0.8889 High Similarity NPC68779
0.8889 High Similarity NPC300776
0.8889 High Similarity NPC5310
0.8872 High Similarity NPC311419
0.8872 High Similarity NPC137427
0.8872 High Similarity NPC244246
0.8872 High Similarity NPC215941
0.8872 High Similarity NPC65935
0.8872 High Similarity NPC123196
0.8872 High Similarity NPC319282
0.8872 High Similarity NPC275724
0.8849 High Similarity NPC253722
0.8849 High Similarity NPC253481
0.8849 High Similarity NPC52664
0.8849 High Similarity NPC31751
0.8832 High Similarity NPC281780
0.8828 High Similarity NPC473236
0.8811 High Similarity NPC125570
0.8803 High Similarity NPC143892
0.8803 High Similarity NPC299090
0.8803 High Similarity NPC283081
0.8803 High Similarity NPC221383
0.8788 High Similarity NPC281020
0.8786 High Similarity NPC273657
0.8786 High Similarity NPC106920
0.8769 High Similarity NPC244876
0.875 High Similarity NPC67247
0.875 High Similarity NPC471110
0.8741 High Similarity NPC1580
0.8705 High Similarity NPC474784
0.8705 High Similarity NPC322021
0.8696 High Similarity NPC308976
0.8676 High Similarity NPC475468
0.8676 High Similarity NPC327410
0.8671 High Similarity NPC85734
0.8671 High Similarity NPC32058
0.8662 High Similarity NPC469683
0.8662 High Similarity NPC53884
0.8662 High Similarity NPC258671
0.8652 High Similarity NPC470811
0.8652 High Similarity NPC477697
0.8652 High Similarity NPC477696
0.8649 High Similarity NPC478055
0.8647 High Similarity NPC165045
0.8647 High Similarity NPC118533
0.8639 High Similarity NPC136757
0.8626 High Similarity NPC163083
0.8623 High Similarity NPC471988
0.8623 High Similarity NPC209229
0.8623 High Similarity NPC90431
0.8615 High Similarity NPC201777
0.8615 High Similarity NPC470804
0.8605 High Similarity NPC148615
0.8605 High Similarity NPC177475
0.8605 High Similarity NPC35071
0.8603 High Similarity NPC111888
0.8594 High Similarity NPC205502
0.8592 High Similarity NPC46161
0.8592 High Similarity NPC469615
0.8592 High Similarity NPC239608
0.8592 High Similarity NPC304956
0.8571 High Similarity NPC115466
0.8571 High Similarity NPC245615
0.8571 High Similarity NPC61604
0.8571 High Similarity NPC299706
0.854 High Similarity NPC283823
0.854 High Similarity NPC159418
0.8527 High Similarity NPC299406
0.8527 High Similarity NPC181969
0.8527 High Similarity NPC311595
0.8527 High Similarity NPC320987
0.8527 High Similarity NPC24474
0.8527 High Similarity NPC135961
0.8519 High Similarity NPC241354
0.8519 High Similarity NPC475875
0.8514 High Similarity NPC281477
0.8511 High Similarity NPC166137
0.8511 High Similarity NPC29599
0.8511 High Similarity NPC282291
0.8507 High Similarity NPC5428
0.8503 High Similarity NPC95498
0.8503 High Similarity NPC246566
0.8503 High Similarity NPC476434
0.8503 High Similarity NPC56184
0.8503 High Similarity NPC477699
0.85 High Similarity NPC325625
0.8496 Intermediate Similarity NPC148627
0.8496 Intermediate Similarity NPC173608
0.8496 Intermediate Similarity NPC257589
0.8496 Intermediate Similarity NPC53305
0.8485 Intermediate Similarity NPC280704
0.8483 Intermediate Similarity NPC98009
0.8483 Intermediate Similarity NPC472969
0.8478 Intermediate Similarity NPC37065
0.8478 Intermediate Similarity NPC106406
0.8478 Intermediate Similarity NPC135127
0.8472 Intermediate Similarity NPC98356
0.8472 Intermediate Similarity NPC3982
0.8467 Intermediate Similarity NPC50763
0.8462 Intermediate Similarity NPC258307
0.8462 Intermediate Similarity NPC183824
0.8456 Intermediate Similarity NPC257582
0.8456 Intermediate Similarity NPC16082
0.8456 Intermediate Similarity NPC82592
0.8456 Intermediate Similarity NPC242807
0.8456 Intermediate Similarity NPC145305
0.8456 Intermediate Similarity NPC38699
0.8456 Intermediate Similarity NPC241522
0.8456 Intermediate Similarity NPC64201
0.8456 Intermediate Similarity NPC92164
0.8456 Intermediate Similarity NPC77040
0.8456 Intermediate Similarity NPC187998
0.8456 Intermediate Similarity NPC174495
0.8456 Intermediate Similarity NPC42300
0.8456 Intermediate Similarity NPC153739
0.845 Intermediate Similarity NPC255675
0.8446 Intermediate Similarity NPC65591
0.8446 Intermediate Similarity NPC327225
0.8446 Intermediate Similarity NPC178574
0.844 Intermediate Similarity NPC288452
0.844 Intermediate Similarity NPC289690
0.8433 Intermediate Similarity NPC92207
0.8433 Intermediate Similarity NPC127937
0.8429 Intermediate Similarity NPC14022
0.8425 Intermediate Similarity NPC216223
0.8425 Intermediate Similarity NPC55327
0.8425 Intermediate Similarity NPC474903
0.8425 Intermediate Similarity NPC476394
0.8425 Intermediate Similarity NPC145569
0.8425 Intermediate Similarity NPC98809
0.8417 Intermediate Similarity NPC152209
0.8414 Intermediate Similarity NPC208507
0.8414 Intermediate Similarity NPC472333
0.8411 Intermediate Similarity NPC76211
0.8409 Intermediate Similarity NPC209567
0.8409 Intermediate Similarity NPC85488
0.8409 Intermediate Similarity NPC114298
0.84 Intermediate Similarity NPC163635
0.8394 Intermediate Similarity NPC277804
0.8394 Intermediate Similarity NPC474017
0.8392 Intermediate Similarity NPC285550
0.8389 Intermediate Similarity NPC477299
0.8389 Intermediate Similarity NPC25127
0.8378 Intermediate Similarity NPC267091
0.8372 Intermediate Similarity NPC164386
0.837 Intermediate Similarity NPC223807
0.8367 Intermediate Similarity NPC158635
0.8367 Intermediate Similarity NPC229882
0.8346 Intermediate Similarity NPC242372
0.8346 Intermediate Similarity NPC4181
0.8346 Intermediate Similarity NPC220598
0.8346 Intermediate Similarity NPC165375
0.8346 Intermediate Similarity NPC164778
0.8346 Intermediate Similarity NPC471693
0.8346 Intermediate Similarity NPC257976
0.8345 Intermediate Similarity NPC30890
0.8345 Intermediate Similarity NPC474799
0.8344 Intermediate Similarity NPC286919
0.8344 Intermediate Similarity NPC190020
0.8344 Intermediate Similarity NPC475663
0.8344 Intermediate Similarity NPC77679
0.8344 Intermediate Similarity NPC84935
0.8333 Intermediate Similarity NPC79998
0.8333 Intermediate Similarity NPC322332
0.8333 Intermediate Similarity NPC199926
0.8333 Intermediate Similarity NPC476642
0.8333 Intermediate Similarity NPC113865
0.8333 Intermediate Similarity NPC54872
0.8333 Intermediate Similarity NPC239302
0.8333 Intermediate Similarity NPC343720
0.8333 Intermediate Similarity NPC184651
0.8333 Intermediate Similarity NPC324571
0.8333 Intermediate Similarity NPC70752
0.8333 Intermediate Similarity NPC473090
0.8333 Intermediate Similarity NPC473853
0.8333 Intermediate Similarity NPC262156
0.8333 Intermediate Similarity NPC186316

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470990 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
0.8248 Intermediate Similarity NPD3027 Phase 3
0.8079 Intermediate Similarity NPD37 Approved
0.8052 Intermediate Similarity NPD6234 Discontinued
0.8047 Intermediate Similarity NPD228 Approved
0.7971 Intermediate Similarity NPD9494 Approved
0.7945 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD4110 Phase 3
0.7922 Intermediate Similarity NPD4966 Approved
0.7922 Intermediate Similarity NPD4967 Phase 2
0.7922 Intermediate Similarity NPD4965 Approved
0.7899 Intermediate Similarity NPD5647 Approved
0.7887 Intermediate Similarity NPD230 Phase 1
0.7887 Intermediate Similarity NPD447 Suspended
0.7843 Intermediate Similarity NPD1934 Approved
0.7832 Intermediate Similarity NPD6653 Approved
0.7812 Intermediate Similarity NPD7228 Approved
0.781 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD6190 Approved
0.7762 Intermediate Similarity NPD6355 Discontinued
0.7703 Intermediate Similarity NPD4628 Phase 3
0.7692 Intermediate Similarity NPD1613 Approved
0.7692 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD2801 Approved
0.7677 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD6232 Discontinued
0.7671 Intermediate Similarity NPD9570 Approved
0.7671 Intermediate Similarity NPD2935 Discontinued
0.7667 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD5283 Phase 1
0.764 Intermediate Similarity NPD7473 Discontinued
0.7626 Intermediate Similarity NPD1283 Approved
0.7622 Intermediate Similarity NPD6233 Phase 2
0.7609 Intermediate Similarity NPD1608 Approved
0.7593 Intermediate Similarity NPD3818 Discontinued
0.758 Intermediate Similarity NPD3882 Suspended
0.7578 Intermediate Similarity NPD6166 Phase 2
0.7578 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD1357 Approved
0.7569 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD3620 Phase 2
0.7569 Intermediate Similarity NPD4060 Phase 1
0.7568 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD6798 Discontinued
0.7516 Intermediate Similarity NPD3817 Phase 2
0.7515 Intermediate Similarity NPD7685 Pre-registration
0.75 Intermediate Similarity NPD6005 Phase 3
0.75 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7074 Phase 3
0.75 Intermediate Similarity NPD6002 Phase 3
0.75 Intermediate Similarity NPD8127 Discontinued
0.75 Intermediate Similarity NPD6004 Phase 3
0.75 Intermediate Similarity NPD7266 Discontinued
0.747 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD1653 Approved
0.7467 Intermediate Similarity NPD8166 Discontinued
0.7448 Intermediate Similarity NPD826 Approved
0.7448 Intermediate Similarity NPD825 Approved
0.744 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD7054 Approved
0.7434 Intermediate Similarity NPD1511 Approved
0.7432 Intermediate Similarity NPD2438 Suspended
0.7413 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD3705 Approved
0.741 Intermediate Similarity NPD1281 Approved
0.7394 Intermediate Similarity NPD7472 Approved
0.7391 Intermediate Similarity NPD17 Approved
0.7386 Intermediate Similarity NPD2534 Approved
0.7386 Intermediate Similarity NPD2533 Approved
0.7386 Intermediate Similarity NPD2532 Approved
0.7379 Intermediate Similarity NPD4062 Phase 3
0.7365 Intermediate Similarity NPD7033 Discontinued
0.7361 Intermediate Similarity NPD7095 Approved
0.7357 Intermediate Similarity NPD9269 Phase 2
0.7355 Intermediate Similarity NPD3686 Approved
0.7355 Intermediate Similarity NPD3687 Approved
0.7348 Intermediate Similarity NPD3021 Approved
0.7348 Intermediate Similarity NPD3022 Approved
0.7343 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD1465 Phase 2
0.7338 Intermediate Similarity NPD1512 Approved
0.7333 Intermediate Similarity NPD5844 Phase 1
0.7329 Intermediate Similarity NPD2979 Phase 3
0.731 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD7240 Approved
0.7301 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD5536 Phase 2
0.7286 Intermediate Similarity NPD1535 Discovery
0.7279 Intermediate Similarity NPD7157 Approved
0.7273 Intermediate Similarity NPD2684 Approved
0.7273 Intermediate Similarity NPD258 Approved
0.7273 Intermediate Similarity NPD257 Approved
0.7273 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD5762 Approved
0.7267 Intermediate Similarity NPD5763 Approved
0.7266 Intermediate Similarity NPD4626 Approved
0.7266 Intermediate Similarity NPD1778 Approved
0.7261 Intermediate Similarity NPD4380 Phase 2
0.7248 Intermediate Similarity NPD2799 Discontinued
0.7246 Intermediate Similarity NPD9545 Approved
0.7246 Intermediate Similarity NPD6797 Phase 2
0.7246 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD1481 Phase 2
0.7222 Intermediate Similarity NPD5494 Approved
0.7219 Intermediate Similarity NPD4534 Discontinued
0.7219 Intermediate Similarity NPD5958 Discontinued
0.7214 Intermediate Similarity NPD3847 Discontinued
0.7211 Intermediate Similarity NPD943 Approved
0.7205 Intermediate Similarity NPD7075 Discontinued
0.7203 Intermediate Similarity NPD6362 Approved
0.7203 Intermediate Similarity NPD2797 Approved
0.7202 Intermediate Similarity NPD7251 Discontinued
0.7197 Intermediate Similarity NPD1358 Approved
0.7194 Intermediate Similarity NPD1651 Approved
0.7194 Intermediate Similarity NPD5585 Approved
0.7188 Intermediate Similarity NPD5402 Approved
0.7185 Intermediate Similarity NPD7843 Approved
0.7181 Intermediate Similarity NPD7097 Phase 1
0.7179 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD555 Phase 2
0.7161 Intermediate Similarity NPD3146 Approved
0.7161 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD7808 Phase 3
0.7143 Intermediate Similarity NPD259 Phase 1
0.7133 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD1510 Phase 2
0.7125 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD8455 Phase 2
0.7124 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD1894 Discontinued
0.7113 Intermediate Similarity NPD9717 Approved
0.7107 Intermediate Similarity NPD6386 Approved
0.7107 Intermediate Similarity NPD6385 Approved
0.7103 Intermediate Similarity NPD2861 Phase 2
0.7101 Intermediate Similarity NPD9493 Approved
0.7099 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6799 Approved
0.7095 Intermediate Similarity NPD1240 Approved
0.7095 Intermediate Similarity NPD4140 Approved
0.7092 Intermediate Similarity NPD3496 Discontinued
0.7089 Intermediate Similarity NPD3455 Phase 2
0.7086 Intermediate Similarity NPD2240 Approved
0.7086 Intermediate Similarity NPD2239 Approved
0.7086 Intermediate Similarity NPD6032 Approved
0.7083 Intermediate Similarity NPD987 Approved
0.7081 Intermediate Similarity NPD5353 Approved
0.7075 Intermediate Similarity NPD3268 Approved
0.7071 Intermediate Similarity NPD5691 Approved
0.7071 Intermediate Similarity NPD9268 Approved
0.7068 Intermediate Similarity NPD290 Approved
0.7063 Intermediate Similarity NPD6801 Discontinued
0.7059 Intermediate Similarity NPD3060 Approved
0.7059 Intermediate Similarity NPD6674 Discontinued
0.7051 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD7028 Phase 2
0.7044 Intermediate Similarity NPD6599 Discontinued
0.7042 Intermediate Similarity NPD1091 Approved
0.7039 Intermediate Similarity NPD1375 Discontinued
0.7039 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD3787 Discontinued
0.7029 Intermediate Similarity NPD7296 Approved
0.7027 Intermediate Similarity NPD6663 Approved
0.7027 Intermediate Similarity NPD2674 Phase 3
0.7019 Intermediate Similarity NPD7972 Discontinued
0.7019 Intermediate Similarity NPD7819 Suspended
0.7018 Intermediate Similarity NPD8313 Approved
0.7018 Intermediate Similarity NPD8312 Approved
0.7006 Intermediate Similarity NPD6273 Approved
0.7 Intermediate Similarity NPD6559 Discontinued
0.7 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1607 Approved
0.6993 Remote Similarity NPD2424 Discontinued
0.6993 Remote Similarity NPD1549 Phase 2
0.6992 Remote Similarity NPD3134 Approved
0.6988 Remote Similarity NPD5242 Approved
0.6986 Remote Similarity NPD9569 Approved
0.6986 Remote Similarity NPD5736 Approved
0.6983 Remote Similarity NPD7237 Clinical (unspecified phase)
0.698 Remote Similarity NPD1558 Phase 1
0.698 Remote Similarity NPD2238 Phase 2
0.6974 Remote Similarity NPD1551 Phase 2
0.6974 Remote Similarity NPD5712 Approved
0.6974 Remote Similarity NPD2531 Phase 2
0.6966 Remote Similarity NPD1203 Approved
0.6962 Remote Similarity NPD5403 Approved
0.6959 Remote Similarity NPD3144 Approved
0.6959 Remote Similarity NPD411 Approved
0.6959 Remote Similarity NPD3764 Approved
0.6959 Remote Similarity NPD3145 Approved
0.6957 Remote Similarity NPD2629 Approved
0.6951 Remote Similarity NPD919 Approved
0.6948 Remote Similarity NPD7421 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71577010
ChEMBL   CHEMBL2334857
ZINC  

Physicochemical Properties

Molecular Weight:  286.11
ALogP:  -2.6108
MLogP:  2.12
XLogP:  -1.37
# Rotatable Bonds:  13
Polar Surface Area:  127.45
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  20

Download Data

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