Natural Product: NPC472030

Natural Product ID:  NPC472030
Common Name:   Diterpene Derivative
IUPAC Name:   [(2R,4R,4bS,5R,6S,7S,10R,10aR)-7,10-diacetyloxy-5-benzoyloxy-2-ethenyl-6,10a-dihydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
Synonyms:  
Molecular Formula:   C38H44O12
Standard InCHIKey:  OCMIPFCAXYMOEC-OAPAROCCSA-N
Standard InCHI:  InChI=1S/C38H44O12/c1-7-36(6)19-25(49-32(43)23-14-10-8-11-15-23)29-37(20-39)26(18-27(47-21(2)40)38(29,46)34(36)45)35(4,5)30(48-22(3)41)28(42)31(37)50-33(44)24-16-12-9-13-17-24/h7-17,25-31,39,42,46H,1,18-20H2,2-6H3/t25-,26?,27-,28+,29?,30-,31+,36+,37+,38+/m1/s1
Canonical SMILES:  OC[C@]12[C@@H](OC(=O)c3ccccc3)[C@@H](O)[C@H](C(C1C[C@H]([C@@]1(C2[C@H](OC(=O)c2ccccc2)C[C@](C1=O)(C)C=C)O)OC(=O)C)(C)C)OC(=O)C
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
NPO22900 Orthosiphon stamineus Species Lamiaceae Eukaryota Indonesia PMID[12467611]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1886 Cell Line J774 Mus musculus IC50 = 22900 nM 15974609

  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 NPC472030 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
1.0 High Similarity NPC257213
1.0 High Similarity NPC249471
1.0 High Similarity NPC265395
1.0 High Similarity NPC1173
1.0 High Similarity NPC256142
1.0 High Similarity NPC237549
1.0 High Similarity NPC472005
1.0 High Similarity NPC473414
1.0 High Similarity NPC304876
1.0 High Similarity NPC242262
1.0 High Similarity NPC158333
1.0 High Similarity NPC472022
0.9931 High Similarity NPC114410
0.9931 High Similarity NPC112523
0.9931 High Similarity NPC26033
0.9931 High Similarity NPC228204
0.9861 High Similarity NPC77719
0.9795 High Similarity NPC469771
0.979 High Similarity NPC7095
0.972 High Similarity NPC60509
0.972 High Similarity NPC81698
0.972 High Similarity NPC250046
0.9653 High Similarity NPC198455
0.9653 High Similarity NPC161239
0.9653 High Similarity NPC112216
0.9653 High Similarity NPC165260
0.9595 High Similarity NPC471102
0.9592 High Similarity NPC106895
0.9524 High Similarity NPC472549
0.9524 High Similarity NPC282239
0.9521 High Similarity NPC477905
0.951 High Similarity NPC127857
0.9459 High Similarity NPC217091
0.9396 High Similarity NPC472393
0.9388 High Similarity NPC472548
0.932 High Similarity NPC51602
0.932 High Similarity NPC470153
0.932 High Similarity NPC306799
0.932 High Similarity NPC471103
0.932 High Similarity NPC101043
0.9262 High Similarity NPC473670
0.9262 High Similarity NPC21410
0.9252 High Similarity NPC473214
0.9252 High Similarity NPC254558
0.9252 High Similarity NPC470245
0.9184 High Similarity NPC270590
0.9184 High Similarity NPC301556
0.9184 High Similarity NPC92293
0.9184 High Similarity NPC266265
0.9184 High Similarity NPC473215
0.9184 High Similarity NPC471101
0.9184 High Similarity NPC476975
0.9167 High Similarity NPC182869
0.9116 High Similarity NPC281717
0.911 High Similarity NPC174982
0.911 High Similarity NPC472556
0.911 High Similarity NPC473088
0.911 High Similarity NPC472571
0.911 High Similarity NPC29704
0.911 High Similarity NPC472575
0.911 High Similarity NPC470157
0.911 High Similarity NPC476973
0.911 High Similarity NPC158663
0.911 High Similarity NPC177940
0.911 High Similarity NPC171525
0.911 High Similarity NPC184817
0.911 High Similarity NPC469349
0.911 High Similarity NPC200471
0.911 High Similarity NPC472572
0.911 High Similarity NPC472568
0.911 High Similarity NPC96903
0.911 High Similarity NPC471104
0.911 High Similarity NPC470159
0.911 High Similarity NPC70403
0.9085 High Similarity NPC476077
0.9067 High Similarity NPC134685
0.9067 High Similarity NPC219419
0.9067 High Similarity NPC248265
0.9067 High Similarity NPC11588
0.9067 High Similarity NPC229545
0.9041 High Similarity NPC11685
0.9041 High Similarity NPC476974
0.9041 High Similarity NPC470152
0.9041 High Similarity NPC472569
0.9041 High Similarity NPC475759
0.9041 High Similarity NPC95265
0.9041 High Similarity NPC472573
0.9041 High Similarity NPC70716
0.9041 High Similarity NPC25768
0.9041 High Similarity NPC472570
0.9041 High Similarity NPC188865
0.9041 High Similarity NPC125106
0.9041 High Similarity NPC241951
0.9041 High Similarity NPC95810
0.9041 High Similarity NPC163719
0.9041 High Similarity NPC57628
0.9041 High Similarity NPC475122
0.9007 High Similarity NPC259144
0.9007 High Similarity NPC114357
0.9007 High Similarity NPC155329
0.8993 High Similarity NPC91730
0.898 High Similarity NPC471107
0.898 High Similarity NPC471100
0.8973 High Similarity NPC163087
0.8973 High Similarity NPC477894
0.8973 High Similarity NPC477468
0.8968 High Similarity NPC295408
0.8968 High Similarity NPC150893
0.8968 High Similarity NPC329960
0.8966 High Similarity NPC213567
0.8933 High Similarity NPC197037
0.8924 High Similarity NPC477466
0.8924 High Similarity NPC477473
0.8924 High Similarity NPC477469
0.8924 High Similarity NPC477471
0.8912 High Similarity NPC470231
0.8889 High Similarity NPC469417
0.8882 High Similarity NPC132599
0.8882 High Similarity NPC473611
0.8882 High Similarity NPC473632
0.8882 High Similarity NPC469730
0.8861 High Similarity NPC102465
0.8859 High Similarity NPC217918
0.8851 High Similarity NPC301946
0.8851 High Similarity NPC277053
0.8846 High Similarity NPC66193
0.8844 High Similarity NPC270498
0.8844 High Similarity NPC473673
0.8844 High Similarity NPC147217
0.8844 High Similarity NPC177340
0.8844 High Similarity NPC246480
0.8844 High Similarity NPC475429
0.8844 High Similarity NPC139067
0.8844 High Similarity NPC191082
0.8836 High Similarity NPC472576
0.8836 High Similarity NPC224491
0.8836 High Similarity NPC87448
0.8836 High Similarity NPC27377
0.8836 High Similarity NPC118080
0.8836 High Similarity NPC291599
0.8836 High Similarity NPC41481
0.8836 High Similarity NPC97947
0.8836 High Similarity NPC16912
0.8831 High Similarity NPC469399
0.8824 High Similarity NPC11410
0.8792 High Similarity NPC473602
0.8792 High Similarity NPC474935
0.879 High Similarity NPC471134
0.879 High Similarity NPC471493
0.8784 High Similarity NPC471912
0.8784 High Similarity NPC80895
0.8784 High Similarity NPC51314
0.8784 High Similarity NPC67777
0.8776 High Similarity NPC34012
0.8776 High Similarity NPC472546
0.8767 High Similarity NPC184747
0.8767 High Similarity NPC43241
0.8767 High Similarity NPC473758
0.8767 High Similarity NPC147880
0.8767 High Similarity NPC171207
0.8767 High Similarity NPC473085
0.8767 High Similarity NPC97667
0.8767 High Similarity NPC473109
0.8767 High Similarity NPC473112
0.8767 High Similarity NPC100913
0.8767 High Similarity NPC200592
0.8767 High Similarity NPC472547
0.8767 High Similarity NPC48017
0.8767 High Similarity NPC4341
0.8767 High Similarity NPC476094
0.8767 High Similarity NPC90614
0.8767 High Similarity NPC275592
0.8767 High Similarity NPC473081
0.8767 High Similarity NPC211137
0.8767 High Similarity NPC473613
0.8767 High Similarity NPC473060
0.8758 High Similarity NPC251139
0.875 High Similarity NPC477896
0.875 High Similarity NPC477893
0.8742 High Similarity NPC469420
0.8734 High Similarity NPC61891
0.8716 High Similarity NPC91703
0.871 High Similarity NPC472807
0.8699 High Similarity NPC214550
0.8699 High Similarity NPC210591
0.8699 High Similarity NPC475652
0.8667 High Similarity NPC477737
0.8667 High Similarity NPC475552
0.8662 High Similarity NPC55744
0.8645 High Similarity NPC477735
0.8642 High Similarity NPC469421
0.8639 High Similarity NPC477904
0.8639 High Similarity NPC183270
0.863 High Similarity NPC283375
0.863 High Similarity NPC39549
0.863 High Similarity NPC183122
0.8627 High Similarity NPC138641
0.8627 High Similarity NPC283875
0.8627 High Similarity NPC469647
0.8627 High Similarity NPC22571

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472030 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
0.8235 Intermediate Similarity NPD7236 Approved
0.8204 Intermediate Similarity NPD8368 Discontinued
0.8187 Intermediate Similarity NPD8360 Approved
0.8187 Intermediate Similarity NPD8361 Approved
0.8187 Intermediate Similarity NPD8435 Approved
0.8182 Intermediate Similarity NPD7799 Discontinued
0.8114 Intermediate Similarity NPD8485 Approved
0.8089 Intermediate Similarity NPD7239 Suspended
0.807 Intermediate Similarity NPD8434 Phase 2
0.8059 Intermediate Similarity NPD8407 Phase 2
0.7978 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD8150 Discontinued
0.7886 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD7057 Phase 3
0.7636 Intermediate Similarity NPD7058 Phase 2
0.7632 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD8312 Approved
0.7586 Intermediate Similarity NPD8313 Approved
0.7532 Intermediate Similarity NPD8166 Discontinued
0.7515 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD8319 Approved
0.7514 Intermediate Similarity NPD8320 Phase 1
0.7485 Intermediate Similarity NPD7458 Discontinued
0.7485 Intermediate Similarity NPD7075 Discontinued
0.7484 Intermediate Similarity NPD6190 Approved
0.7473 Intermediate Similarity NPD7700 Phase 2
0.7473 Intermediate Similarity NPD7699 Phase 2
0.7472 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD7961 Discontinued
0.7439 Intermediate Similarity NPD6599 Discontinued
0.7434 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD4628 Phase 3
0.7414 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD7819 Suspended
0.7403 Intermediate Similarity NPD6535 Approved
0.7403 Intermediate Similarity NPD6534 Approved
0.7384 Intermediate Similarity NPD7473 Discontinued
0.7366 Intermediate Similarity NPD7435 Discontinued
0.7349 Intermediate Similarity NPD6801 Discontinued
0.7333 Intermediate Similarity NPD4380 Phase 2
0.7326 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD6166 Phase 2
0.7326 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD7008 Discontinued
0.7299 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD2629 Approved
0.7262 Intermediate Similarity NPD5402 Approved
0.7262 Intermediate Similarity NPD3817 Phase 2
0.7251 Intermediate Similarity NPD8127 Discontinued
0.7241 Intermediate Similarity NPD4198 Discontinued
0.7234 Intermediate Similarity NPD7871 Phase 2
0.7234 Intermediate Similarity NPD7870 Phase 2
0.7225 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7874 Approved
0.7219 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD6232 Discontinued
0.7209 Intermediate Similarity NPD3787 Discontinued
0.7204 Intermediate Similarity NPD6781 Approved
0.7204 Intermediate Similarity NPD6782 Approved
0.7204 Intermediate Similarity NPD6776 Approved
0.7204 Intermediate Similarity NPD6778 Approved
0.7204 Intermediate Similarity NPD6777 Approved
0.7204 Intermediate Similarity NPD6780 Approved
0.7204 Intermediate Similarity NPD6779 Approved
0.72 Intermediate Similarity NPD5844 Phase 1
0.7181 Intermediate Similarity NPD7698 Approved
0.7181 Intermediate Similarity NPD7697 Approved
0.7181 Intermediate Similarity NPD7696 Phase 3
0.7178 Intermediate Similarity NPD6799 Approved
0.716 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD5403 Approved
0.715 Intermediate Similarity NPD8462 Phase 1
0.7143 Intermediate Similarity NPD3751 Discontinued
0.7135 Intermediate Similarity NPD7808 Phase 3
0.7134 Intermediate Similarity NPD5401 Approved
0.7126 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD7701 Phase 2
0.7099 Intermediate Similarity NPD7003 Approved
0.7098 Intermediate Similarity NPD7801 Approved
0.7091 Intermediate Similarity NPD6273 Approved
0.7083 Intermediate Similarity NPD8151 Discontinued
0.7083 Intermediate Similarity NPD7411 Suspended
0.7079 Intermediate Similarity NPD7251 Discontinued
0.7076 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD3226 Approved
0.7062 Intermediate Similarity NPD7074 Phase 3
0.7052 Intermediate Similarity NPD6959 Discontinued
0.7039 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD6797 Phase 2
0.7019 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7768 Phase 2
0.7006 Intermediate Similarity NPD7054 Approved
0.7005 Intermediate Similarity NPD8404 Phase 2
0.7 Intermediate Similarity NPD5761 Phase 2
0.7 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8455 Phase 2
0.7 Intermediate Similarity NPD5760 Phase 2
0.6994 Remote Similarity NPD5494 Approved
0.6983 Remote Similarity NPD7685 Pre-registration
0.698 Remote Similarity NPD7741 Discontinued
0.697 Remote Similarity NPD7390 Discontinued
0.6966 Remote Similarity NPD7472 Approved
0.695 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6949 Remote Similarity NPD3818 Discontinued
0.6949 Remote Similarity NPD7228 Approved
0.6943 Remote Similarity NPD3764 Approved
0.6941 Remote Similarity NPD37 Approved
0.6941 Remote Similarity NPD1934 Approved
0.6939 Remote Similarity NPD5951 Approved
0.6936 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6933 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6928 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6928 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6919 Remote Similarity NPD4966 Approved
0.6919 Remote Similarity NPD3882 Suspended
0.6919 Remote Similarity NPD4965 Approved
0.6919 Remote Similarity NPD4967 Phase 2
0.6914 Remote Similarity NPD2346 Discontinued
0.6911 Remote Similarity NPD7497 Discontinued
0.6903 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6889 Remote Similarity NPD6764 Approved
0.6889 Remote Similarity NPD6765 Approved
0.6887 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6882 Remote Similarity NPD6213 Phase 3
0.6882 Remote Similarity NPD6212 Phase 3
0.6882 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6823 Phase 2
0.6852 Remote Similarity NPD5408 Approved
0.6852 Remote Similarity NPD5405 Approved
0.6852 Remote Similarity NPD5406 Approved
0.6852 Remote Similarity NPD5404 Approved
0.6839 Remote Similarity NPD6234 Discontinued
0.6839 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6826 Remote Similarity NPD2533 Approved
0.6826 Remote Similarity NPD2534 Approved
0.6826 Remote Similarity NPD2532 Approved
0.6813 Remote Similarity NPD230 Phase 1
0.6802 Remote Similarity NPD2801 Approved
0.6796 Remote Similarity NPD6559 Discontinued
0.6796 Remote Similarity NPD7240 Approved
0.679 Remote Similarity NPD2799 Discontinued
0.6782 Remote Similarity NPD3749 Approved
0.6781 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6776 Remote Similarity NPD5126 Approved
0.6776 Remote Similarity NPD5125 Phase 3
0.6776 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6772 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6759 Remote Similarity NPD2182 Approved
0.6748 Remote Similarity NPD2796 Approved
0.6746 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6739 Remote Similarity NPD6784 Approved
0.6739 Remote Similarity NPD6785 Approved
0.6732 Remote Similarity NPD8328 Phase 3
0.673 Remote Similarity NPD2313 Discontinued
0.6728 Remote Similarity NPD7097 Phase 1
0.6711 Remote Similarity NPD690 Clinical (unspecified phase)
0.6708 Remote Similarity NPD6355 Discontinued
0.6707 Remote Similarity NPD7266 Discontinued
0.6705 Remote Similarity NPD1465 Phase 2
0.6702 Remote Similarity NPD8285 Discontinued
0.669 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6689 Remote Similarity NPD7610 Discontinued
0.6688 Remote Similarity NPD6287 Discontinued
0.6687 Remote Similarity NPD1510 Phase 2
0.6687 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6687 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6687 Remote Similarity NPD3750 Approved
0.6686 Remote Similarity NPD1512 Approved
0.6685 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7783 Phase 2
0.6667 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7095 Approved
0.6667 Remote Similarity NPD1549 Phase 2
0.6667 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5048 Discontinued
0.6667 Remote Similarity NPD970 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7199 Phase 2
0.6647 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6646 Remote Similarity NPD2935 Discontinued
0.6644 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6644 Remote Similarity NPD6010 Discontinued
0.6625 Remote Similarity NPD6798 Discontinued
0.6624 Remote Similarity NPD1470 Approved
0.6623 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6622 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6607 Remote Similarity NPD3300 Phase 2
0.6606 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6606 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6597 Remote Similarity NPD1237 Approved
0.6585 Remote Similarity NPD7033 Discontinued
0.6585 Remote Similarity NPD3748 Approved
0.6585 Remote Similarity NPD7305 Phase 1

Structure

External Identifiers

PubChem CID   9987166
ChEMBL   CHEMBL333406
ZINC  

Physicochemical Properties

Molecular Weight:  692.28
ALogP:  -0.8377
MLogP:  4.32
XLogP:  6.7
# Rotatable Bonds:  20
Polar Surface Area:  182.96
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  50

Download Data

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