Natural Product: NPC325860

Natural Product ID:  NPC325860
Common Name:   Schweinfurthin H
IUPAC Name:   (2S,3R,4aR,9aR)-7-[(E)-2-(3,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-7-yl)ethenyl]-5-methoxy-1,1,4a-trimethyl-3,4,9,9a-tetrahydro-2H-xanthene-2,3-diol
Synonyms:   Schweinfurthin H
Molecular Formula:   C30H38O7
Standard InCHIKey:  RFLJGOACFXZRHJ-ZHIKFPNPSA-N
Standard InCHI:  InChI=1S/C30H38O7/c1-28(2)24-13-18-9-16(12-23(35-6)26(18)37-30(24,5)15-21(32)27(28)34)7-8-17-10-20(31)19-14-25(33)29(3,4)36-22(19)11-17/h7-12,21,24-25,27,31-34H,13-15H2,1-6H3/b8-7+/t21-,24-,25?,27-,30-/m1/s1
Canonical SMILES:  COc1cc(/C=C/c2cc(O)c3c(c2)OC(C(C3)O)(C)C)cc2c1O[C@]1(C)C[C@@H](O)[C@H](C([C@H]1C2)(C)C)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
NPO27255 Macaranga alnifolia Species Euphorbiaceae Eukaryota Madagascar rainforest PMID[17326683]
NPO27255 Macaranga alnifolia Species Euphorbiaceae Eukaryota fruit PMID[17326683]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT571 Cell Line A2780cisR Homo sapiens IC50 = 4500 nM 17326683

  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 NPC325860 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
0.9861 High Similarity NPC158784
0.9793 High Similarity NPC2745
0.9793 High Similarity NPC302915
0.9726 High Similarity NPC157783
0.9724 High Similarity NPC195561
0.9722 High Similarity NPC212142
0.9452 High Similarity NPC473876
0.9384 High Similarity NPC474397
0.9247 High Similarity NPC472457
0.9247 High Similarity NPC90645
0.9205 High Similarity NPC188578
0.9205 High Similarity NPC80918
0.92 High Similarity NPC160196
0.9184 High Similarity NPC233980
0.9178 High Similarity NPC473108
0.9178 High Similarity NPC473845
0.9128 High Similarity NPC211561
0.9122 High Similarity NPC101376
0.9116 High Similarity NPC469557
0.9103 High Similarity NPC35216
0.9067 High Similarity NPC477612
0.9048 High Similarity NPC50250
0.9041 High Similarity NPC204347
0.9041 High Similarity NPC323126
0.9041 High Similarity NPC59841
0.9041 High Similarity NPC2613
0.9041 High Similarity NPC475891
0.8993 High Similarity NPC204770
0.8993 High Similarity NPC236202
0.8993 High Similarity NPC58190
0.8993 High Similarity NPC263940
0.8993 High Similarity NPC108811
0.8993 High Similarity NPC70409
0.8993 High Similarity NPC202742
0.8993 High Similarity NPC82917
0.8993 High Similarity NPC170103
0.8993 High Similarity NPC262911
0.8993 High Similarity NPC294558
0.8993 High Similarity NPC16269
0.8993 High Similarity NPC18185
0.8993 High Similarity NPC21776
0.8973 High Similarity NPC265075
0.8973 High Similarity NPC471389
0.8966 High Similarity NPC471388
0.8966 High Similarity NPC260741
0.8966 High Similarity NPC70682
0.8958 High Similarity NPC472800
0.8926 High Similarity NPC96576
0.8926 High Similarity NPC260397
0.8919 High Similarity NPC280092
0.8919 High Similarity NPC63879
0.8919 High Similarity NPC45257
0.8919 High Similarity NPC12641
0.8919 High Similarity NPC469795
0.8919 High Similarity NPC93323
0.8904 High Similarity NPC198038
0.8904 High Similarity NPC259519
0.8897 High Similarity NPC211549
0.8889 High Similarity NPC61946
0.8859 High Similarity NPC181615
0.8859 High Similarity NPC221318
0.8851 High Similarity NPC47633
0.8851 High Similarity NPC474104
0.8851 High Similarity NPC477616
0.8851 High Similarity NPC102044
0.8851 High Similarity NPC85264
0.8844 High Similarity NPC263261
0.8844 High Similarity NPC87725
0.8844 High Similarity NPC178054
0.8836 High Similarity NPC25966
0.8836 High Similarity NPC475836
0.8836 High Similarity NPC319647
0.8836 High Similarity NPC32630
0.8836 High Similarity NPC184613
0.8836 High Similarity NPC245207
0.8836 High Similarity NPC127218
0.8828 High Similarity NPC470802
0.8828 High Similarity NPC230734
0.8828 High Similarity NPC306441
0.8828 High Similarity NPC270456
0.8828 High Similarity NPC269091
0.8828 High Similarity NPC162659
0.8828 High Similarity NPC248727
0.8828 High Similarity NPC227503
0.8828 High Similarity NPC173660
0.8828 High Similarity NPC302701
0.8828 High Similarity NPC16435
0.8828 High Similarity NPC265433
0.8828 High Similarity NPC474639
0.8824 High Similarity NPC279406
0.8824 High Similarity NPC226809
0.8808 High Similarity NPC227516
0.8808 High Similarity NPC281549
0.8808 High Similarity NPC20757
0.88 High Similarity NPC215678
0.88 High Similarity NPC112251
0.88 High Similarity NPC471608
0.88 High Similarity NPC274454
0.8792 High Similarity NPC171932
0.8792 High Similarity NPC28440
0.8784 High Similarity NPC107161
0.8784 High Similarity NPC186033
0.8776 High Similarity NPC27495
0.8776 High Similarity NPC309124
0.8776 High Similarity NPC184797
0.8776 High Similarity NPC291101
0.8776 High Similarity NPC266197
0.8776 High Similarity NPC234568
0.8767 High Similarity NPC474282
0.8767 High Similarity NPC107551
0.8767 High Similarity NPC102904
0.8767 High Similarity NPC326797
0.8767 High Similarity NPC176051
0.8767 High Similarity NPC276490
0.8767 High Similarity NPC103976
0.8767 High Similarity NPC477938
0.8766 High Similarity NPC106669
0.8766 High Similarity NPC475227
0.8766 High Similarity NPC224161
0.8766 High Similarity NPC200645
0.8759 High Similarity NPC164787
0.8759 High Similarity NPC112246
0.8759 High Similarity NPC470356
0.8759 High Similarity NPC94750
0.8759 High Similarity NPC195022
0.8759 High Similarity NPC474206
0.8759 High Similarity NPC473413
0.8759 High Similarity NPC112939
0.8759 High Similarity NPC151224
0.8759 High Similarity NPC121812
0.8759 High Similarity NPC234333
0.8759 High Similarity NPC47398
0.8759 High Similarity NPC260898
0.875 High Similarity NPC321657
0.875 High Similarity NPC476969
0.875 High Similarity NPC318373
0.875 High Similarity NPC263064
0.8742 High Similarity NPC153182
0.8742 High Similarity NPC174251
0.8725 High Similarity NPC258083
0.8716 High Similarity NPC277331
0.8716 High Similarity NPC247291
0.8716 High Similarity NPC71046
0.8716 High Similarity NPC100482
0.871 High Similarity NPC46335
0.8707 High Similarity NPC114171
0.8707 High Similarity NPC473739
0.8707 High Similarity NPC230124
0.8707 High Similarity NPC232164
0.8707 High Similarity NPC236306
0.8707 High Similarity NPC19869
0.8707 High Similarity NPC6300
0.8701 High Similarity NPC134911
0.8701 High Similarity NPC44192
0.8701 High Similarity NPC469944
0.8701 High Similarity NPC272552
0.8701 High Similarity NPC21902
0.8701 High Similarity NPC322899
0.8701 High Similarity NPC226108
0.8701 High Similarity NPC46283
0.8699 High Similarity NPC234952
0.8699 High Similarity NPC472336
0.8699 High Similarity NPC472334
0.8699 High Similarity NPC68292
0.8699 High Similarity NPC327735
0.8699 High Similarity NPC126101
0.8693 High Similarity NPC218041
0.8693 High Similarity NPC182368
0.8693 High Similarity NPC469706
0.8693 High Similarity NPC260781
0.8693 High Similarity NPC145979
0.8693 High Similarity NPC185955
0.8693 High Similarity NPC214326
0.8693 High Similarity NPC225815
0.8693 High Similarity NPC9933
0.8693 High Similarity NPC183380
0.8693 High Similarity NPC469707
0.869 High Similarity NPC478085
0.869 High Similarity NPC473107
0.869 High Similarity NPC317380
0.8675 High Similarity NPC475872
0.8675 High Similarity NPC324492
0.8675 High Similarity NPC317053
0.8667 High Similarity NPC475492
0.8658 High Similarity NPC175838
0.8649 High Similarity NPC308768
0.8649 High Similarity NPC295719
0.8649 High Similarity NPC73505
0.8649 High Similarity NPC12668
0.8649 High Similarity NPC22317
0.8649 High Similarity NPC34431
0.8649 High Similarity NPC254759
0.8649 High Similarity NPC165026
0.8649 High Similarity NPC160283
0.8645 High Similarity NPC20050
0.8645 High Similarity NPC78809
0.8645 High Similarity NPC306267
0.8639 High Similarity NPC266006
0.8639 High Similarity NPC56329
0.8639 High Similarity NPC242715

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC325860 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
0.8552 High Similarity NPD1613 Approved
0.8552 High Similarity NPD1612 Clinical (unspecified phase)
0.8414 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8414 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8345 Intermediate Similarity NPD3027 Phase 3
0.8344 Intermediate Similarity NPD6674 Discontinued
0.8276 Intermediate Similarity NPD4908 Phase 1
0.8276 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8219 Intermediate Similarity NPD4625 Phase 3
0.8207 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8084 Intermediate Similarity NPD5844 Phase 1
0.8024 Intermediate Similarity NPD7228 Approved
0.7987 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD4749 Approved
0.7917 Intermediate Similarity NPD1610 Phase 2
0.7904 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD6166 Phase 2
0.7891 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD2861 Phase 2
0.7815 Intermediate Similarity NPD3620 Phase 2
0.7815 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD6100 Approved
0.7792 Intermediate Similarity NPD6099 Approved
0.7791 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD1934 Approved
0.773 Intermediate Similarity NPD37 Approved
0.7719 Intermediate Similarity NPD7074 Phase 3
0.7711 Intermediate Similarity NPD6234 Discontinued
0.7697 Intermediate Similarity NPD4965 Approved
0.7697 Intermediate Similarity NPD4967 Phase 2
0.7697 Intermediate Similarity NPD4966 Approved
0.7665 Intermediate Similarity NPD5494 Approved
0.7661 Intermediate Similarity NPD7054 Approved
0.7647 Intermediate Similarity NPD5735 Approved
0.7635 Intermediate Similarity NPD6696 Suspended
0.7635 Intermediate Similarity NPD8651 Approved
0.763 Intermediate Similarity NPD7240 Approved
0.7619 Intermediate Similarity NPD6959 Discontinued
0.7616 Intermediate Similarity NPD7472 Approved
0.7614 Intermediate Similarity NPD4663 Approved
0.7595 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD1653 Approved
0.759 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD4060 Phase 1
0.7571 Intermediate Similarity NPD7906 Approved
0.7544 Intermediate Similarity NPD7473 Discontinued
0.7543 Intermediate Similarity NPD7313 Approved
0.7543 Intermediate Similarity NPD7311 Approved
0.7543 Intermediate Similarity NPD7310 Approved
0.7543 Intermediate Similarity NPD7312 Approved
0.7532 Intermediate Similarity NPD5124 Phase 1
0.7532 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1548 Phase 1
0.7516 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD7309 Approved
0.7486 Intermediate Similarity NPD7808 Phase 3
0.7486 Intermediate Similarity NPD7549 Discontinued
0.7471 Intermediate Similarity NPD6232 Discontinued
0.7471 Intermediate Similarity NPD3051 Approved
0.747 Intermediate Similarity NPD2801 Approved
0.7443 Intermediate Similarity NPD4577 Approved
0.7443 Intermediate Similarity NPD4578 Approved
0.7429 Intermediate Similarity NPD7251 Discontinued
0.7427 Intermediate Similarity NPD2970 Approved
0.7427 Intermediate Similarity NPD2969 Approved
0.7425 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD8127 Discontinued
0.7407 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7447 Phase 1
0.7401 Intermediate Similarity NPD8053 Approved
0.7401 Intermediate Similarity NPD8054 Approved
0.7394 Intermediate Similarity NPD4380 Phase 2
0.7384 Intermediate Similarity NPD27 Approved
0.7384 Intermediate Similarity NPD2489 Approved
0.7371 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD6797 Phase 2
0.7368 Intermediate Similarity NPD3787 Discontinued
0.7368 Intermediate Similarity NPD3018 Phase 2
0.7365 Intermediate Similarity NPD8455 Phase 2
0.736 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD7213 Phase 3
0.7346 Intermediate Similarity NPD7212 Phase 2
0.7333 Intermediate Similarity NPD5327 Phase 3
0.7326 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD4536 Approved
0.7325 Intermediate Similarity NPD4538 Approved
0.731 Intermediate Similarity NPD6671 Approved
0.731 Intermediate Similarity NPD7157 Approved
0.7296 Intermediate Similarity NPD7266 Discontinued
0.7296 Intermediate Similarity NPD5762 Approved
0.7296 Intermediate Similarity NPD5763 Approved
0.7292 Intermediate Similarity NPD5283 Phase 1
0.7273 Intermediate Similarity NPD7095 Approved
0.7262 Intermediate Similarity NPD1465 Phase 2
0.7261 Intermediate Similarity NPD6353 Approved
0.7261 Intermediate Similarity NPD4097 Suspended
0.726 Intermediate Similarity NPD7340 Approved
0.7247 Intermediate Similarity NPD8312 Approved
0.7247 Intermediate Similarity NPD8313 Approved
0.7244 Intermediate Similarity NPD4140 Approved
0.7237 Intermediate Similarity NPD3094 Phase 2
0.7235 Intermediate Similarity NPD7075 Discontinued
0.7235 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD6559 Discontinued
0.7219 Intermediate Similarity NPD2983 Phase 2
0.7219 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2982 Phase 2
0.7215 Intermediate Similarity NPD7097 Phase 1
0.7204 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1091 Approved
0.72 Intermediate Similarity NPD3818 Discontinued
0.72 Intermediate Similarity NPD3751 Discontinued
0.7191 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD5058 Phase 3
0.7176 Intermediate Similarity NPD3882 Suspended
0.717 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5588 Approved
0.717 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5960 Phase 3
0.716 Intermediate Similarity NPD7466 Approved
0.716 Intermediate Similarity NPD7819 Suspended
0.716 Intermediate Similarity NPD5929 Approved
0.716 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD4628 Phase 3
0.7159 Intermediate Similarity NPD8156 Discontinued
0.7158 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2981 Phase 2
0.7143 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7680 Approved
0.7143 Intermediate Similarity NPD6072 Discontinued
0.7135 Intermediate Similarity NPD7831 Phase 2
0.7135 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7833 Phase 2
0.7134 Intermediate Similarity NPD1511 Approved
0.7134 Intermediate Similarity NPD7041 Phase 2
0.7134 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD3817 Phase 2
0.7115 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD8251 Approved
0.7102 Intermediate Similarity NPD8252 Approved
0.7102 Intermediate Similarity NPD8099 Discontinued
0.7099 Intermediate Similarity NPD1652 Phase 2
0.7099 Intermediate Similarity NPD5177 Phase 3
0.7091 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD3657 Discovery
0.7086 Intermediate Similarity NPD3092 Approved
0.7081 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7768 Phase 2
0.7073 Intermediate Similarity NPD7124 Phase 2
0.7069 Intermediate Similarity NPD7229 Phase 3
0.7069 Intermediate Similarity NPD6071 Discontinued
0.7055 Intermediate Similarity NPD4110 Phase 3
0.7055 Intermediate Similarity NPD6331 Phase 2
0.7055 Intermediate Similarity NPD8166 Discontinued
0.7055 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD3892 Phase 2
0.7055 Intermediate Similarity NPD1398 Phase 1
0.7048 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD1512 Approved
0.7047 Intermediate Similarity NPD7741 Discontinued
0.7037 Intermediate Similarity NPD2424 Discontinued
0.7034 Intermediate Similarity NPD228 Approved
0.7025 Intermediate Similarity NPD2238 Phase 2
0.7024 Intermediate Similarity NPD4005 Discontinued
0.7018 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD2560 Approved
0.7018 Intermediate Similarity NPD2563 Approved
0.7012 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD2677 Approved
0.7006 Intermediate Similarity NPD7985 Registered
0.7 Intermediate Similarity NPD5722 Discontinued
0.6988 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6988 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6986 Remote Similarity NPD7843 Approved
0.6982 Remote Similarity NPD6599 Discontinued
0.6982 Remote Similarity NPD4675 Approved
0.6982 Remote Similarity NPD4678 Approved
0.6981 Remote Similarity NPD6355 Discontinued
0.6975 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6975 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6974 Remote Similarity NPD3705 Approved
0.6968 Remote Similarity NPD4624 Approved
0.6954 Remote Similarity NPD5126 Approved
0.6954 Remote Similarity NPD5125 Phase 3
0.6954 Remote Similarity NPD4666 Phase 3
0.6951 Remote Similarity NPD3750 Approved
0.6947 Remote Similarity NPD2494 Approved
0.6947 Remote Similarity NPD2493 Approved
0.6946 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6944 Remote Similarity NPD2684 Approved
0.6941 Remote Similarity NPD7411 Suspended
0.694 Remote Similarity NPD8150 Discontinued

Structure

External Identifiers

PubChem CID   16116602
ChEMBL   CHEMBL411344
ZINC  

Physicochemical Properties

Molecular Weight:  510.26
ALogP:  0.3832
MLogP:  3.99
XLogP:  4.667
# Rotatable Bonds:  13
Polar Surface Area:  108.61
# H-Bond Aceptor:  3
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  37

Download Data

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