Natural Product: NPC477833

Natural Product ID:  NPC477833
Common Name:   Psoroxanthin
IUPAC Name:   10-hydroxy-2-[2-(hydroxymethyl)oxiran-2-yl]-1,2-dihydrofuro[3,2-a]xanthen-11-one
Synonyms:   Psoroxanthin
Molecular Formula:   C18H14O6
Standard InCHIKey:  LWMFXNWNAFUDRZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H14O6/c19-7-18(8-22-18)14-6-9-11(24-14)4-5-13-15(9)17(21)16-10(20)2-1-3-12(16)23-13/h1-5,14,19-20H,6-8H2
Canonical SMILES:  OCC1(CO1)C1Oc2c(C1)c1c(cc2)oc2c(c1=O)c(O)ccc2
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
NPO33564 Psorospermum cf. molluscum Species Hypericaceae Eukaryota Madagascar rain forest PMID[18247570]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 330 nM 18247570
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 1000 nM 18247570
NPT5611 Cell Line ABAE Homo sapiens IC50 = 102 nM 18247570

  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 NPC477833 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
0.9363 High Similarity NPC477834
0.9236 High Similarity NPC472402
0.9216 High Similarity NPC474843
0.9177 High Similarity NPC475985
0.9125 High Similarity NPC225419
0.9062 High Similarity NPC170245
0.9051 High Similarity NPC96031
0.9045 High Similarity NPC329091
0.9 High Similarity NPC326520
0.8994 High Similarity NPC478229
0.8987 High Similarity NPC471976
0.8987 High Similarity NPC470810
0.8974 High Similarity NPC175192
0.8954 High Similarity NPC218569
0.8931 High Similarity NPC3629
0.8924 High Similarity NPC476242
0.8917 High Similarity NPC235165
0.8917 High Similarity NPC164427
0.8917 High Similarity NPC201837
0.8917 High Similarity NPC24640
0.8917 High Similarity NPC255106
0.8903 High Similarity NPC46564
0.8903 High Similarity NPC207346
0.8903 High Similarity NPC472636
0.8903 High Similarity NPC204515
0.8896 High Similarity NPC277032
0.8889 High Similarity NPC6588
0.8889 High Similarity NPC477154
0.8889 High Similarity NPC21835
0.8889 High Similarity NPC117854
0.8882 High Similarity NPC473286
0.8882 High Similarity NPC108433
0.8875 High Similarity NPC473961
0.8875 High Similarity NPC472964
0.8868 High Similarity NPC263449
0.8868 High Similarity NPC472902
0.8868 High Similarity NPC139036
0.8861 High Similarity NPC300727
0.8861 High Similarity NPC474836
0.8861 High Similarity NPC162869
0.8861 High Similarity NPC48208
0.8861 High Similarity NPC475267
0.8861 High Similarity NPC156057
0.8861 High Similarity NPC241904
0.8861 High Similarity NPC210084
0.8861 High Similarity NPC196448
0.8861 High Similarity NPC99597
0.8861 High Similarity NPC474208
0.8854 High Similarity NPC37392
0.8854 High Similarity NPC67396
0.8846 High Similarity NPC253904
0.8846 High Similarity NPC321363
0.8846 High Similarity NPC473996
0.8846 High Similarity NPC281272
0.8839 High Similarity NPC227122
0.8839 High Similarity NPC267117
0.8831 High Similarity NPC191634
0.8827 High Similarity NPC235610
0.882 High Similarity NPC7483
0.882 High Similarity NPC470178
0.882 High Similarity NPC124038
0.8812 High Similarity NPC308992
0.8812 High Similarity NPC474187
0.8812 High Similarity NPC45124
0.8812 High Similarity NPC74854
0.8812 High Similarity NPC61010
0.8812 High Similarity NPC474186
0.8812 High Similarity NPC30655
0.8812 High Similarity NPC478222
0.8805 High Similarity NPC152904
0.8797 High Similarity NPC274730
0.879 High Similarity NPC203080
0.879 High Similarity NPC280530
0.879 High Similarity NPC178964
0.879 High Similarity NPC89474
0.879 High Similarity NPC95842
0.879 High Similarity NPC135522
0.8782 High Similarity NPC202157
0.8782 High Similarity NPC263384
0.8782 High Similarity NPC472580
0.8782 High Similarity NPC244577
0.8782 High Similarity NPC472420
0.8782 High Similarity NPC471229
0.8782 High Similarity NPC474772
0.8782 High Similarity NPC472422
0.8782 High Similarity NPC472423
0.8782 High Similarity NPC471675
0.8782 High Similarity NPC474744
0.8782 High Similarity NPC117579
0.8782 High Similarity NPC471676
0.8782 High Similarity NPC471677
0.8773 High Similarity NPC42892
0.8766 High Similarity NPC3779
0.8766 High Similarity NPC476182
0.8766 High Similarity NPC71055
0.8766 High Similarity NPC211466
0.8766 High Similarity NPC176869
0.8766 High Similarity NPC40086
0.8766 High Similarity NPC122828
0.8766 High Similarity NPC44721
0.8765 High Similarity NPC224280
0.8765 High Similarity NPC472450
0.8765 High Similarity NPC275780
0.8765 High Similarity NPC239752
0.8765 High Similarity NPC234052
0.8765 High Similarity NPC11608
0.8765 High Similarity NPC297404
0.8758 High Similarity NPC306607
0.8758 High Similarity NPC229632
0.8758 High Similarity NPC208176
0.8758 High Similarity NPC62290
0.8758 High Similarity NPC49130
0.8758 High Similarity NPC472635
0.8758 High Similarity NPC4152
0.8758 High Similarity NPC279417
0.8758 High Similarity NPC326506
0.8758 High Similarity NPC142731
0.875 High Similarity NPC470183
0.875 High Similarity NPC228785
0.875 High Similarity NPC159855
0.875 High Similarity NPC200746
0.875 High Similarity NPC474287
0.875 High Similarity NPC321399
0.875 High Similarity NPC475886
0.875 High Similarity NPC73028
0.875 High Similarity NPC310340
0.875 High Similarity NPC169479
0.875 High Similarity NPC14353
0.875 High Similarity NPC56085
0.875 High Similarity NPC36217
0.875 High Similarity NPC472624
0.8742 High Similarity NPC145673
0.8742 High Similarity NPC472910
0.8742 High Similarity NPC181960
0.8742 High Similarity NPC245758
0.8742 High Similarity NPC96167
0.8742 High Similarity NPC472914
0.8742 High Similarity NPC470402
0.8742 High Similarity NPC182421
0.8742 High Similarity NPC165977
0.8742 High Similarity NPC222814
0.8742 High Similarity NPC472911
0.8742 High Similarity NPC469584
0.8742 High Similarity NPC472913
0.8742 High Similarity NPC217677
0.8734 High Similarity NPC2928
0.8734 High Similarity NPC326910
0.8734 High Similarity NPC472909
0.8733 High Similarity NPC18457
0.8727 High Similarity NPC121333
0.8726 High Similarity NPC236637
0.8726 High Similarity NPC477957
0.8726 High Similarity NPC246162
0.8726 High Similarity NPC120537
0.8726 High Similarity NPC210597
0.8726 High Similarity NPC199100
0.8726 High Similarity NPC36835
0.8726 High Similarity NPC240476
0.8726 High Similarity NPC61506
0.8726 High Similarity NPC180234
0.8726 High Similarity NPC476238
0.8726 High Similarity NPC9743
0.8726 High Similarity NPC475790
0.8726 High Similarity NPC302950
0.8726 High Similarity NPC260491
0.8726 High Similarity NPC285623
0.8726 High Similarity NPC327269
0.8726 High Similarity NPC219582
0.8726 High Similarity NPC31627
0.872 High Similarity NPC152477
0.872 High Similarity NPC137460
0.8718 High Similarity NPC61620
0.8718 High Similarity NPC62042
0.8718 High Similarity NPC202595
0.8718 High Similarity NPC472421
0.8718 High Similarity NPC37348
0.8712 High Similarity NPC128293
0.8712 High Similarity NPC173292
0.8712 High Similarity NPC119589
0.8712 High Similarity NPC53640
0.8712 High Similarity NPC39091
0.871 High Similarity NPC321011
0.871 High Similarity NPC35150
0.871 High Similarity NPC294852
0.871 High Similarity NPC188679
0.871 High Similarity NPC276930
0.871 High Similarity NPC106328
0.8704 High Similarity NPC473313
0.8704 High Similarity NPC152659
0.8704 High Similarity NPC197168
0.8704 High Similarity NPC189473
0.8704 High Similarity NPC236521
0.8704 High Similarity NPC273959
0.8704 High Similarity NPC23298
0.8704 High Similarity NPC220313
0.8704 High Similarity NPC186686
0.8704 High Similarity NPC329669
0.8704 High Similarity NPC472278
0.8704 High Similarity NPC248638
0.8701 High Similarity NPC229190

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477833 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
0.8726 High Similarity NPD1934 Approved
0.8553 High Similarity NPD2801 Approved
0.8553 High Similarity NPD2393 Clinical (unspecified phase)
0.8543 High Similarity NPD1550 Clinical (unspecified phase)
0.8543 High Similarity NPD1552 Clinical (unspecified phase)
0.8487 Intermediate Similarity NPD1549 Phase 2
0.8481 Intermediate Similarity NPD4380 Phase 2
0.8434 Intermediate Similarity NPD3818 Discontinued
0.8405 Intermediate Similarity NPD5494 Approved
0.8395 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD5402 Approved
0.8333 Intermediate Similarity NPD3882 Suspended
0.8333 Intermediate Similarity NPD1511 Approved
0.8323 Intermediate Similarity NPD3751 Discontinued
0.8313 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD6166 Phase 2
0.8282 Intermediate Similarity NPD3749 Approved
0.8228 Intermediate Similarity NPD1512 Approved
0.821 Intermediate Similarity NPD7819 Suspended
0.8193 Intermediate Similarity NPD3787 Discontinued
0.8187 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD7075 Discontinued
0.817 Intermediate Similarity NPD1510 Phase 2
0.8165 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6959 Discontinued
0.8118 Intermediate Similarity NPD7074 Phase 3
0.811 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8059 Intermediate Similarity NPD5844 Phase 1
0.8059 Intermediate Similarity NPD7054 Approved
0.8049 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD6559 Discontinued
0.8012 Intermediate Similarity NPD7472 Approved
0.8 Intermediate Similarity NPD2796 Approved
0.7965 Intermediate Similarity NPD6797 Phase 2
0.7953 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD5403 Approved
0.7939 Intermediate Similarity NPD3817 Phase 2
0.7937 Intermediate Similarity NPD2532 Approved
0.7937 Intermediate Similarity NPD2533 Approved
0.7937 Intermediate Similarity NPD2534 Approved
0.7937 Intermediate Similarity NPD5401 Approved
0.7927 Intermediate Similarity NPD6801 Discontinued
0.7921 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7251 Discontinued
0.7911 Intermediate Similarity NPD3750 Approved
0.7908 Intermediate Similarity NPD1240 Approved
0.7898 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD1465 Phase 2
0.7875 Intermediate Similarity NPD6799 Approved
0.7874 Intermediate Similarity NPD7808 Phase 3
0.787 Intermediate Similarity NPD6232 Discontinued
0.7848 Intermediate Similarity NPD2800 Approved
0.7836 Intermediate Similarity NPD7473 Discontinued
0.7826 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD1607 Approved
0.7805 Intermediate Similarity NPD6599 Discontinued
0.7771 Intermediate Similarity NPD6100 Approved
0.7771 Intermediate Similarity NPD6099 Approved
0.7771 Intermediate Similarity NPD1551 Phase 2
0.7759 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD7411 Suspended
0.7744 Intermediate Similarity NPD3226 Approved
0.7727 Intermediate Similarity NPD8313 Approved
0.7727 Intermediate Similarity NPD8312 Approved
0.7722 Intermediate Similarity NPD2346 Discontinued
0.7706 Intermediate Similarity NPD1247 Approved
0.7677 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD1613 Approved
0.7622 Intermediate Similarity NPD6780 Approved
0.7622 Intermediate Similarity NPD6776 Approved
0.7622 Intermediate Similarity NPD6782 Approved
0.7622 Intermediate Similarity NPD6781 Approved
0.7622 Intermediate Similarity NPD6777 Approved
0.7622 Intermediate Similarity NPD6779 Approved
0.7622 Intermediate Similarity NPD6778 Approved
0.761 Intermediate Similarity NPD2344 Approved
0.7607 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD8434 Phase 2
0.7595 Intermediate Similarity NPD3748 Approved
0.7578 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD4628 Phase 3
0.7572 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD943 Approved
0.7547 Intermediate Similarity NPD2935 Discontinued
0.7533 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD920 Approved
0.7514 Intermediate Similarity NPD3926 Phase 2
0.75 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD8150 Discontinued
0.75 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7435 Discontinued
0.7484 Intermediate Similarity NPD7033 Discontinued
0.7484 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD7768 Phase 2
0.7457 Intermediate Similarity NPD5710 Approved
0.7457 Intermediate Similarity NPD5711 Approved
0.7436 Intermediate Similarity NPD2313 Discontinued
0.7425 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD2309 Approved
0.7419 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7697 Approved
0.7407 Intermediate Similarity NPD7696 Phase 3
0.7407 Intermediate Similarity NPD7698 Approved
0.7396 Intermediate Similarity NPD6844 Discontinued
0.7396 Intermediate Similarity NPD37 Approved
0.7384 Intermediate Similarity NPD6234 Discontinued
0.7384 Intermediate Similarity NPD919 Approved
0.7378 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD4625 Phase 3
0.7368 Intermediate Similarity NPD7871 Phase 2
0.7368 Intermediate Similarity NPD7870 Phase 2
0.7368 Intermediate Similarity NPD4965 Approved
0.7368 Intermediate Similarity NPD4966 Approved
0.7368 Intermediate Similarity NPD4967 Phase 2
0.7362 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD2861 Phase 2
0.7354 Intermediate Similarity NPD6823 Phase 2
0.7351 Intermediate Similarity NPD6535 Approved
0.7351 Intermediate Similarity NPD6534 Approved
0.7348 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD7701 Phase 2
0.7338 Intermediate Similarity NPD1203 Approved
0.7338 Intermediate Similarity NPD1470 Approved
0.7325 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD3764 Approved
0.7322 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD4287 Approved
0.732 Intermediate Similarity NPD7783 Phase 2
0.732 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD1201 Approved
0.7303 Intermediate Similarity NPD1610 Phase 2
0.7301 Intermediate Similarity NPD1243 Approved
0.7301 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD447 Suspended
0.7288 Intermediate Similarity NPD7228 Approved
0.7268 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD7874 Approved
0.7257 Intermediate Similarity NPD7229 Phase 3
0.7251 Intermediate Similarity NPD5760 Phase 2
0.7251 Intermediate Similarity NPD5761 Phase 2
0.7249 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD7700 Phase 2
0.7234 Intermediate Similarity NPD7699 Phase 2
0.7231 Intermediate Similarity NPD7801 Approved
0.7229 Intermediate Similarity NPD7390 Discontinued
0.7222 Intermediate Similarity NPD7685 Pre-registration
0.7212 Intermediate Similarity NPD6190 Approved
0.7202 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD4908 Phase 1
0.7189 Intermediate Similarity NPD3808 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD230 Phase 1
0.7178 Intermediate Similarity NPD1471 Phase 3
0.7167 Intermediate Similarity NPD5953 Discontinued
0.7166 Intermediate Similarity NPD4360 Phase 2
0.7166 Intermediate Similarity NPD4363 Phase 3
0.716 Intermediate Similarity NPD2799 Discontinued
0.716 Intermediate Similarity NPD1653 Approved
0.7152 Intermediate Similarity NPD3027 Phase 3
0.7151 Intermediate Similarity NPD7286 Phase 2
0.7143 Intermediate Similarity NPD1608 Approved
0.7134 Intermediate Similarity NPD2424 Discontinued
0.7128 Intermediate Similarity NPD8151 Discontinued
0.7112 Intermediate Similarity NPD6212 Phase 3
0.7112 Intermediate Similarity NPD6213 Phase 3
0.7112 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD3268 Approved
0.7107 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD4749 Approved
0.7089 Intermediate Similarity NPD6832 Phase 2
0.7081 Intermediate Similarity NPD1933 Approved
0.7079 Intermediate Similarity NPD2403 Approved
0.7073 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD2798 Approved
0.7055 Intermediate Similarity NPD4308 Phase 3
0.7039 Intermediate Similarity NPD1548 Phase 1
0.7037 Intermediate Similarity NPD6651 Approved
0.7037 Intermediate Similarity NPD4361 Phase 2
0.7037 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7930 Approved
0.7032 Intermediate Similarity NPD9717 Approved
0.7026 Intermediate Similarity NPD7584 Approved
0.7024 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD2649 Approved
0.7018 Intermediate Similarity NPD2651 Approved
0.7016 Intermediate Similarity NPD8285 Discontinued
0.7011 Intermediate Similarity NPD4288 Approved
0.7006 Intermediate Similarity NPD2797 Approved
0.7 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.6988 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4575 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   24854052
ChEMBL   CHEMBL255933
ZINC  

Physicochemical Properties

Molecular Weight:  326.08
ALogP:  -1.8964
MLogP:  2.78
XLogP:  0.892
# Rotatable Bonds:  4
Polar Surface Area:  88.52
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  24

Download Data

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