Natural Product: NPC29055

Natural Product ID:  NPC29055
Common Name:   11-Acetoxy-6,12,14-Trihydroxy-Abieta-5,8,11,13-Tetraen-7-One
IUPAC Name:   [(4bS)-1,3,9-trihydroxy-4b,8,8-trimethyl-10-oxo-2-propan-2-yl-6,7-dihydro-5H-phenanthren-4-yl] acetate
Synonyms:  
Molecular Formula:   C22H28O6
Standard InCHIKey:  DFFRVBOOGZCQDV-JOCHJYFZSA-N
Standard InCHI:  InChI=1S/C22H28O6/c1-10(2)12-15(24)13-14(19(17(12)26)28-11(3)23)22(6)9-7-8-21(4,5)20(22)18(27)16(13)25/h10,24,26-27H,7-9H2,1-6H3/t22-/m1/s1
Canonical SMILES:  CC(=O)Oc1c(O)c(C(C)C)c(c2c1[C@@]1(C)CCCC(C1=C(C2=O)O)(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
NPO18923 Coleus xanthanthus Species Lamiaceae Eukaryota PMID[12027731]
NPO18923 Coleus xanthanthus Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 2.2 ug/ml 12027731

  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 NPC29055 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
0.9371 High Similarity NPC208120
0.9371 High Similarity NPC173587
0.9317 High Similarity NPC232936
0.9313 High Similarity NPC21016
0.9313 High Similarity NPC146584
0.9259 High Similarity NPC213416
0.9231 High Similarity NPC273248
0.9167 High Similarity NPC161778
0.9074 High Similarity NPC102372
0.9012 High Similarity NPC475055
0.8994 High Similarity NPC276815
0.8994 High Similarity NPC25850
0.8938 High Similarity NPC283301
0.8916 High Similarity NPC158226
0.8909 High Similarity NPC165979
0.8909 High Similarity NPC163130
0.8855 High Similarity NPC124470
0.8855 High Similarity NPC109827
0.8834 High Similarity NPC470694
0.8817 High Similarity NPC77179
0.8817 High Similarity NPC23553
0.8795 High Similarity NPC49487
0.8795 High Similarity NPC99613
0.8788 High Similarity NPC29160
0.878 High Similarity NPC474350
0.878 High Similarity NPC236132
0.878 High Similarity NPC270837
0.878 High Similarity NPC220313
0.8772 High Similarity NPC246153
0.8765 High Similarity NPC100123
0.8735 High Similarity NPC234331
0.872 High Similarity NPC294965
0.8712 High Similarity NPC56085
0.8712 High Similarity NPC80375
0.8712 High Similarity NPC45146
0.8712 High Similarity NPC320359
0.8712 High Similarity NPC235018
0.8712 High Similarity NPC228785
0.8712 High Similarity NPC14353
0.8712 High Similarity NPC119224
0.8706 High Similarity NPC221820
0.8698 High Similarity NPC139350
0.8683 High Similarity NPC476637
0.8675 High Similarity NPC37870
0.8675 High Similarity NPC472452
0.8667 High Similarity NPC156082
0.8663 High Similarity NPC182693
0.8663 High Similarity NPC240508
0.8663 High Similarity NPC228209
0.8659 High Similarity NPC40491
0.8659 High Similarity NPC32694
0.8659 High Similarity NPC61010
0.8659 High Similarity NPC278052
0.8659 High Similarity NPC278427
0.8659 High Similarity NPC66288
0.8655 High Similarity NPC113446
0.865 High Similarity NPC45846
0.865 High Similarity NPC235448
0.8642 High Similarity NPC274730
0.8642 High Similarity NPC142339
0.8639 High Similarity NPC470942
0.8631 High Similarity NPC20543
0.8631 High Similarity NPC239440
0.8623 High Similarity NPC126204
0.8621 High Similarity NPC240808
0.8621 High Similarity NPC174486
0.8616 High Similarity NPC303989
0.8614 High Similarity NPC25361
0.8614 High Similarity NPC112981
0.8614 High Similarity NPC8070
0.8606 High Similarity NPC25152
0.8606 High Similarity NPC144843
0.8598 High Similarity NPC246478
0.8589 High Similarity NPC241904
0.8589 High Similarity NPC217677
0.8589 High Similarity NPC79053
0.8589 High Similarity NPC236796
0.8589 High Similarity NPC300727
0.8589 High Similarity NPC165977
0.8588 High Similarity NPC289147
0.8588 High Similarity NPC245975
0.8581 High Similarity NPC92079
0.8571 High Similarity NPC475805
0.8563 High Similarity NPC20216
0.8555 High Similarity NPC8927
0.8554 High Similarity NPC41301
0.8554 High Similarity NPC23298
0.8554 High Similarity NPC189473
0.8554 High Similarity NPC197168
0.8554 High Similarity NPC152659
0.8554 High Similarity NPC303460
0.8554 High Similarity NPC248638
0.8554 High Similarity NPC7483
0.8554 High Similarity NPC249181
0.8554 High Similarity NPC236521
0.8554 High Similarity NPC207690
0.8554 High Similarity NPC146134
0.8554 High Similarity NPC306321
0.8547 High Similarity NPC476273
0.8545 High Similarity NPC472275
0.8545 High Similarity NPC65746
0.8545 High Similarity NPC303565
0.8544 High Similarity NPC169682
0.8537 High Similarity NPC168616
0.8537 High Similarity NPC476242
0.8537 High Similarity NPC315157
0.8537 High Similarity NPC197856
0.8537 High Similarity NPC185258
0.8537 High Similarity NPC238381
0.8537 High Similarity NPC172770
0.8537 High Similarity NPC83763
0.8528 High Similarity NPC475799
0.8528 High Similarity NPC68093
0.8528 High Similarity NPC13779
0.8528 High Similarity NPC3980
0.8528 High Similarity NPC474167
0.8528 High Similarity NPC470762
0.8528 High Similarity NPC191146
0.8528 High Similarity NPC115853
0.8528 High Similarity NPC54928
0.8528 High Similarity NPC138243
0.8521 High Similarity NPC246716
0.8521 High Similarity NPC17219
0.8521 High Similarity NPC101107
0.8519 High Similarity NPC89474
0.8512 High Similarity NPC272485
0.8512 High Similarity NPC471975
0.8512 High Similarity NPC470377
0.8512 High Similarity NPC470374
0.8512 High Similarity NPC478060
0.8512 High Similarity NPC292788
0.8512 High Similarity NPC478059
0.8512 High Similarity NPC476306
0.8509 High Similarity NPC477673
0.8509 High Similarity NPC477672
0.8503 High Similarity NPC473286
0.8503 High Similarity NPC275780
0.8503 High Similarity NPC326520
0.8503 High Similarity NPC239752
0.8503 High Similarity NPC472450
0.8503 High Similarity NPC191930
0.8503 High Similarity NPC156432
0.8494 Intermediate Similarity NPC108767
0.8494 Intermediate Similarity NPC215612
0.8494 Intermediate Similarity NPC93739
0.8494 Intermediate Similarity NPC8300
0.8494 Intermediate Similarity NPC78332
0.8491 Intermediate Similarity NPC251188
0.8488 Intermediate Similarity NPC297807
0.8485 Intermediate Similarity NPC161947
0.8485 Intermediate Similarity NPC84571
0.8485 Intermediate Similarity NPC475886
0.8485 Intermediate Similarity NPC155302
0.8485 Intermediate Similarity NPC474287
0.8485 Intermediate Similarity NPC200746
0.8485 Intermediate Similarity NPC47623
0.8476 Intermediate Similarity NPC302258
0.8476 Intermediate Similarity NPC180011
0.8476 Intermediate Similarity NPC187745
0.8476 Intermediate Similarity NPC136674
0.8476 Intermediate Similarity NPC161960
0.8476 Intermediate Similarity NPC219867
0.8476 Intermediate Similarity NPC262286
0.8476 Intermediate Similarity NPC78225
0.8476 Intermediate Similarity NPC273843
0.8476 Intermediate Similarity NPC36852
0.8476 Intermediate Similarity NPC304008
0.8476 Intermediate Similarity NPC469584
0.8471 Intermediate Similarity NPC472620
0.8466 Intermediate Similarity NPC16286
0.8466 Intermediate Similarity NPC471800
0.8466 Intermediate Similarity NPC472048
0.8462 Intermediate Similarity NPC26568
0.8457 Intermediate Similarity NPC218628
0.8452 Intermediate Similarity NPC472449
0.8452 Intermediate Similarity NPC20237
0.8452 Intermediate Similarity NPC170245
0.8452 Intermediate Similarity NPC470462
0.8452 Intermediate Similarity NPC39091
0.8447 Intermediate Similarity NPC31132
0.8443 Intermediate Similarity NPC476822
0.8443 Intermediate Similarity NPC477689
0.8443 Intermediate Similarity NPC284007
0.8443 Intermediate Similarity NPC300984
0.8443 Intermediate Similarity NPC234004
0.8443 Intermediate Similarity NPC470459
0.8439 Intermediate Similarity NPC473785
0.8434 Intermediate Similarity NPC474351
0.8434 Intermediate Similarity NPC87431
0.8434 Intermediate Similarity NPC474186
0.8434 Intermediate Similarity NPC117985
0.8434 Intermediate Similarity NPC311740
0.8434 Intermediate Similarity NPC475883
0.8434 Intermediate Similarity NPC266314
0.8434 Intermediate Similarity NPC474187
0.8424 Intermediate Similarity NPC85121
0.8424 Intermediate Similarity NPC250214
0.8424 Intermediate Similarity NPC95936
0.8424 Intermediate Similarity NPC46736
0.8421 Intermediate Similarity NPC181523

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC29055 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
0.8343 Intermediate Similarity NPD7473 Discontinued
0.8293 Intermediate Similarity NPD2801 Approved
0.8274 Intermediate Similarity NPD6232 Discontinued
0.814 Intermediate Similarity NPD5844 Phase 1
0.8137 Intermediate Similarity NPD2533 Approved
0.8137 Intermediate Similarity NPD2534 Approved
0.8137 Intermediate Similarity NPD2532 Approved
0.8072 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD1465 Phase 2
0.805 Intermediate Similarity NPD2800 Approved
0.8024 Intermediate Similarity NPD3817 Phase 2
0.8012 Intermediate Similarity NPD1934 Approved
0.7976 Intermediate Similarity NPD3882 Suspended
0.7975 Intermediate Similarity NPD1512 Approved
0.7955 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD6599 Discontinued
0.7861 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7861 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7861 Intermediate Similarity NPD6166 Phase 2
0.7853 Intermediate Similarity NPD1511 Approved
0.7836 Intermediate Similarity NPD5494 Approved
0.7824 Intermediate Similarity NPD7075 Discontinued
0.7805 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.779 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD6651 Approved
0.7765 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD7819 Suspended
0.7751 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6801 Discontinued
0.7688 Intermediate Similarity NPD6959 Discontinued
0.767 Intermediate Similarity NPD3818 Discontinued
0.7654 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD3226 Approved
0.7584 Intermediate Similarity NPD7074 Phase 3
0.7561 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7543 Intermediate Similarity NPD5710 Approved
0.7543 Intermediate Similarity NPD5711 Approved
0.7542 Intermediate Similarity NPD6797 Phase 2
0.7542 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD6799 Approved
0.7528 Intermediate Similarity NPD7054 Approved
0.7514 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7251 Discontinued
0.75 Intermediate Similarity NPD5402 Approved
0.7486 Intermediate Similarity NPD7472 Approved
0.7485 Intermediate Similarity NPD2346 Discontinued
0.7471 Intermediate Similarity NPD6234 Discontinued
0.7471 Intermediate Similarity NPD919 Approved
0.7459 Intermediate Similarity NPD7808 Phase 3
0.7455 Intermediate Similarity NPD3750 Approved
0.7423 Intermediate Similarity NPD6099 Approved
0.7423 Intermediate Similarity NPD6100 Approved
0.7421 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD3749 Approved
0.7391 Intermediate Similarity NPD8434 Phase 2
0.7386 Intermediate Similarity NPD1247 Approved
0.7381 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4380 Phase 2
0.7337 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7411 Suspended
0.7317 Intermediate Similarity NPD2935 Discontinued
0.7308 Intermediate Similarity NPD6559 Discontinued
0.7303 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD8150 Discontinued
0.7284 Intermediate Similarity NPD447 Suspended
0.7283 Intermediate Similarity NPD37 Approved
0.7257 Intermediate Similarity NPD4966 Approved
0.7257 Intermediate Similarity NPD4967 Phase 2
0.7257 Intermediate Similarity NPD4965 Approved
0.7256 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD4628 Phase 3
0.7216 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD3926 Phase 2
0.7191 Intermediate Similarity NPD7199 Phase 2
0.7182 Intermediate Similarity NPD7228 Approved
0.7178 Intermediate Similarity NPD230 Phase 1
0.7175 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD7768 Phase 2
0.7152 Intermediate Similarity NPD2799 Discontinued
0.7152 Intermediate Similarity NPD3748 Approved
0.7135 Intermediate Similarity NPD8313 Approved
0.7135 Intermediate Similarity NPD8312 Approved
0.7134 Intermediate Similarity NPD1607 Approved
0.7128 Intermediate Similarity NPD7435 Discontinued
0.7126 Intermediate Similarity NPD1549 Phase 2
0.7118 Intermediate Similarity NPD7390 Discontinued
0.7117 Intermediate Similarity NPD943 Approved
0.7099 Intermediate Similarity NPD7985 Registered
0.7093 Intermediate Similarity NPD5403 Approved
0.7093 Intermediate Similarity NPD920 Approved
0.7088 Intermediate Similarity NPD3751 Discontinued
0.7083 Intermediate Similarity NPD1243 Approved
0.7076 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD6780 Approved
0.7062 Intermediate Similarity NPD6778 Approved
0.7062 Intermediate Similarity NPD6782 Approved
0.7062 Intermediate Similarity NPD6781 Approved
0.7062 Intermediate Similarity NPD6777 Approved
0.7062 Intermediate Similarity NPD6776 Approved
0.7062 Intermediate Similarity NPD6779 Approved
0.7048 Intermediate Similarity NPD1510 Phase 2
0.7012 Intermediate Similarity NPD1240 Approved
0.7006 Intermediate Similarity NPD2796 Approved
0.7006 Intermediate Similarity NPD1551 Phase 2
0.6994 Remote Similarity NPD2313 Discontinued
0.6994 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6982 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6977 Remote Similarity NPD5401 Approved
0.6974 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6965 Remote Similarity NPD7783 Phase 2
0.6965 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6961 Remote Similarity NPD3787 Discontinued
0.6957 Remote Similarity NPD7286 Phase 2
0.6954 Remote Similarity NPD1653 Approved
0.695 Remote Similarity NPD8151 Discontinued
0.6915 Remote Similarity NPD7874 Approved
0.6915 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6914 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7458 Discontinued
0.6909 Remote Similarity NPD4060 Phase 1
0.6906 Remote Similarity NPD8127 Discontinued
0.6905 Remote Similarity NPD5404 Approved
0.6905 Remote Similarity NPD5405 Approved
0.6905 Remote Similarity NPD5406 Approved
0.6905 Remote Similarity NPD5408 Approved
0.6901 Remote Similarity NPD6190 Approved
0.6891 Remote Similarity NPD6534 Approved
0.6891 Remote Similarity NPD6535 Approved
0.6885 Remote Similarity NPD2403 Approved
0.6882 Remote Similarity NPD5953 Discontinued
0.6882 Remote Similarity NPD6674 Discontinued
0.6879 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6879 Remote Similarity NPD642 Clinical (unspecified phase)
0.6871 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6869 Remote Similarity NPD7698 Approved
0.6869 Remote Similarity NPD7697 Approved
0.6869 Remote Similarity NPD7696 Phase 3
0.6868 Remote Similarity NPD7229 Phase 3
0.6842 Remote Similarity NPD7003 Approved
0.6842 Remote Similarity NPD8166 Discontinued
0.6842 Remote Similarity NPD7982 Clinical (unspecified phase)
0.6834 Remote Similarity NPD7870 Phase 2
0.6834 Remote Similarity NPD7871 Phase 2
0.6821 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6816 Remote Similarity NPD7701 Phase 2
0.6812 Remote Similarity NPD4111 Phase 1
0.6812 Remote Similarity NPD4665 Approved
0.6798 Remote Similarity NPD7801 Approved
0.6788 Remote Similarity NPD3268 Approved
0.6788 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7700 Phase 2
0.6786 Remote Similarity NPD7699 Phase 2
0.6766 Remote Similarity NPD5124 Phase 1
0.6766 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6763 Remote Similarity NPD643 Clinical (unspecified phase)
0.6763 Remote Similarity NPD3300 Phase 2
0.6755 Remote Similarity NPD7240 Approved
0.6752 Remote Similarity NPD7644 Approved
0.6746 Remote Similarity NPD7907 Approved
0.6744 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6743 Remote Similarity NPD6273 Approved
0.6737 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6735 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6727 Remote Similarity NPD4625 Phase 3
0.672 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6708 Remote Similarity NPD9269 Phase 2
0.6707 Remote Similarity NPD1613 Approved
0.6707 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6688 Remote Similarity NPD7340 Approved
0.6687 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6687 Remote Similarity NPD2797 Approved
0.6687 Remote Similarity NPD1203 Approved
0.6687 Remote Similarity NPD411 Approved
0.6684 Remote Similarity NPD4287 Approved
0.6684 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6683 Remote Similarity NPD2493 Approved
0.6683 Remote Similarity NPD2494 Approved
0.6682 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4749 Approved
0.6667 Remote Similarity NPD8319 Approved
0.6667 Remote Similarity NPD1933 Approved
0.6667 Remote Similarity NPD4582 Approved
0.6667 Remote Similarity NPD4583 Approved
0.6667 Remote Similarity NPD2344 Approved
0.6667 Remote Similarity NPD7685 Pre-registration
0.6667 Remote Similarity NPD8366 Approved
0.6667 Remote Similarity NPD8320 Phase 1
0.665 Remote Similarity NPD6823 Phase 2
0.6649 Remote Similarity NPD5242 Approved
0.6648 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6647 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6647 Remote Similarity NPD4110 Phase 3
0.6647 Remote Similarity NPD4308 Phase 3

Structure

External Identifiers

PubChem CID   636683
ChEMBL   CHEMBL464030
ZINC  

Physicochemical Properties

Molecular Weight:  388.19
ALogP:  0.0396
MLogP:  3.22
XLogP:  3.973
# Rotatable Bonds:  12
Polar Surface Area:  104.06
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  28

Download Data

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