Natural Product: NPC232202

Natural Product ID:  NPC232202
Common Name:   19-Acetoxy-7Alpha,15-Dihydroxylabda-8(17),(13Z)-Dien-2-One
IUPAC Name:   [(1S,4aS,5R,7R,8aR)-7-hydroxy-5-[(Z)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3-oxo-2,4,5,7,8,8a-hexahydronaphthalen-1-yl]methyl acetate
Synonyms:  
Molecular Formula:   C22H34O5
Standard InCHIKey:  AHIPHYZNSMHQBT-ITOMHQBLSA-N
Standard InCHI:  InChI=1S/C22H34O5/c1-14(8-9-23)6-7-18-15(2)19(26)10-20-21(4,13-27-16(3)24)11-17(25)12-22(18,20)5/h8,18-20,23,26H,2,6-7,9-13H2,1,3-5H3/b14-8-/t18-,19+,20-,21+,22+/m0/s1
Canonical SMILES:  OC/C=C(CC[C@H]1C(=C)[C@H](O)C[C@@H]2[C@]1(C)CC(=O)C[C@]2(C)COC(=O)C)/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
NPO3153 Hyptis spicigera Species Lamiaceae Eukaryota PMID[9917280]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 11 ug/ml 20547809
NPT91 Cell Line KB Homo sapiens ED50 = 11 ug/ml 20547809

  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 NPC232202 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
0.9059 High Similarity NPC102048
0.8842 High Similarity NPC478057
0.8778 High Similarity NPC198054
0.8652 High Similarity NPC104560
0.8646 High Similarity NPC95899
0.8636 High Similarity NPC202394
0.8636 High Similarity NPC322159
0.8632 High Similarity NPC97435
0.8617 High Similarity NPC478056
0.8602 High Similarity NPC134072
0.8602 High Similarity NPC234993
0.8602 High Similarity NPC202833
0.8587 High Similarity NPC470958
0.8587 High Similarity NPC470957
0.8571 High Similarity NPC239098
0.8542 High Similarity NPC137430
0.8523 High Similarity NPC52628
0.8511 High Similarity NPC474343
0.8495 Intermediate Similarity NPC266899
0.8495 Intermediate Similarity NPC474727
0.8495 Intermediate Similarity NPC134067
0.8488 Intermediate Similarity NPC14203
0.8488 Intermediate Similarity NPC229584
0.8478 Intermediate Similarity NPC199543
0.8462 Intermediate Similarity NPC48732
0.8454 Intermediate Similarity NPC99266
0.8454 Intermediate Similarity NPC8196
0.8444 Intermediate Similarity NPC291665
0.8438 Intermediate Similarity NPC471412
0.8427 Intermediate Similarity NPC329692
0.8427 Intermediate Similarity NPC73038
0.8427 Intermediate Similarity NPC472985
0.8427 Intermediate Similarity NPC325594
0.8427 Intermediate Similarity NPC472986
0.8427 Intermediate Similarity NPC473226
0.8387 Intermediate Similarity NPC250075
0.8387 Intermediate Similarity NPC57117
0.8384 Intermediate Similarity NPC230541
0.8372 Intermediate Similarity NPC469802
0.8352 Intermediate Similarity NPC281524
0.8351 Intermediate Similarity NPC476081
0.8351 Intermediate Similarity NPC136289
0.8333 Intermediate Similarity NPC218383
0.8333 Intermediate Similarity NPC266955
0.8333 Intermediate Similarity NPC251680
0.8333 Intermediate Similarity NPC477926
0.8333 Intermediate Similarity NPC471413
0.8333 Intermediate Similarity NPC476274
0.8333 Intermediate Similarity NPC476767
0.8333 Intermediate Similarity NPC306856
0.8333 Intermediate Similarity NPC471041
0.8316 Intermediate Similarity NPC254496
0.8316 Intermediate Similarity NPC475894
0.8316 Intermediate Similarity NPC253826
0.8316 Intermediate Similarity NPC476878
0.8316 Intermediate Similarity NPC476879
0.8298 Intermediate Similarity NPC53565
0.8298 Intermediate Similarity NPC279974
0.8295 Intermediate Similarity NPC105173
0.8295 Intermediate Similarity NPC312480
0.8283 Intermediate Similarity NPC127609
0.828 Intermediate Similarity NPC107674
0.828 Intermediate Similarity NPC139692
0.828 Intermediate Similarity NPC99653
0.828 Intermediate Similarity NPC170220
0.828 Intermediate Similarity NPC476416
0.828 Intermediate Similarity NPC141497
0.8276 Intermediate Similarity NPC170303
0.8265 Intermediate Similarity NPC36688
0.8265 Intermediate Similarity NPC120321
0.8265 Intermediate Similarity NPC95585
0.8265 Intermediate Similarity NPC282233
0.8261 Intermediate Similarity NPC158488
0.8261 Intermediate Similarity NPC291028
0.8247 Intermediate Similarity NPC81530
0.8247 Intermediate Similarity NPC224720
0.8247 Intermediate Similarity NPC115862
0.8247 Intermediate Similarity NPC115899
0.8247 Intermediate Similarity NPC303559
0.8247 Intermediate Similarity NPC476223
0.8247 Intermediate Similarity NPC476240
0.8229 Intermediate Similarity NPC119036
0.8222 Intermediate Similarity NPC82979
0.8222 Intermediate Similarity NPC198761
0.8218 Intermediate Similarity NPC141350
0.8211 Intermediate Similarity NPC301534
0.8211 Intermediate Similarity NPC242848
0.8211 Intermediate Similarity NPC7124
0.8211 Intermediate Similarity NPC250757
0.8202 Intermediate Similarity NPC97505
0.82 Intermediate Similarity NPC143609
0.82 Intermediate Similarity NPC187435
0.82 Intermediate Similarity NPC67321
0.8191 Intermediate Similarity NPC91010
0.8191 Intermediate Similarity NPC159410
0.8172 Intermediate Similarity NPC110657
0.8172 Intermediate Similarity NPC297265
0.8172 Intermediate Similarity NPC477574
0.8172 Intermediate Similarity NPC473944
0.8172 Intermediate Similarity NPC212301
0.8172 Intermediate Similarity NPC105189
0.8172 Intermediate Similarity NPC124374
0.8172 Intermediate Similarity NPC86266
0.8172 Intermediate Similarity NPC476417
0.8163 Intermediate Similarity NPC234892
0.8163 Intermediate Similarity NPC469606
0.8163 Intermediate Similarity NPC273005
0.8163 Intermediate Similarity NPC293753
0.8163 Intermediate Similarity NPC31058
0.8163 Intermediate Similarity NPC162973
0.8161 Intermediate Similarity NPC281880
0.8152 Intermediate Similarity NPC194642
0.8152 Intermediate Similarity NPC246028
0.8152 Intermediate Similarity NPC16265
0.8152 Intermediate Similarity NPC50488
0.8152 Intermediate Similarity NPC474396
0.8144 Intermediate Similarity NPC307954
0.8144 Intermediate Similarity NPC470074
0.8144 Intermediate Similarity NPC477521
0.8144 Intermediate Similarity NPC47024
0.8144 Intermediate Similarity NPC474718
0.8125 Intermediate Similarity NPC189880
0.8125 Intermediate Similarity NPC285513
0.8125 Intermediate Similarity NPC320306
0.8125 Intermediate Similarity NPC170131
0.8125 Intermediate Similarity NPC107243
0.8125 Intermediate Similarity NPC272451
0.8125 Intermediate Similarity NPC472851
0.8119 Intermediate Similarity NPC151393
0.8119 Intermediate Similarity NPC472219
0.8119 Intermediate Similarity NPC472217
0.8119 Intermediate Similarity NPC322903
0.8119 Intermediate Similarity NPC102843
0.8119 Intermediate Similarity NPC189075
0.8119 Intermediate Similarity NPC472218
0.8119 Intermediate Similarity NPC275539
0.8119 Intermediate Similarity NPC306265
0.8111 Intermediate Similarity NPC476602
0.8111 Intermediate Similarity NPC329738
0.8105 Intermediate Similarity NPC469599
0.8105 Intermediate Similarity NPC272617
0.8105 Intermediate Similarity NPC290481
0.8105 Intermediate Similarity NPC271195
0.8105 Intermediate Similarity NPC139459
0.81 Intermediate Similarity NPC111952
0.81 Intermediate Similarity NPC34768
0.81 Intermediate Similarity NPC80566
0.8095 Intermediate Similarity NPC306727
0.809 Intermediate Similarity NPC476927
0.809 Intermediate Similarity NPC470948
0.8085 Intermediate Similarity NPC86368
0.8085 Intermediate Similarity NPC474436
0.8085 Intermediate Similarity NPC63118
0.8085 Intermediate Similarity NPC169343
0.8085 Intermediate Similarity NPC272075
0.8085 Intermediate Similarity NPC147272
0.8085 Intermediate Similarity NPC470224
0.8085 Intermediate Similarity NPC49776
0.8085 Intermediate Similarity NPC295643
0.8085 Intermediate Similarity NPC214756
0.8081 Intermediate Similarity NPC90177
0.8081 Intermediate Similarity NPC140723
0.8081 Intermediate Similarity NPC275583
0.8081 Intermediate Similarity NPC222153
0.8081 Intermediate Similarity NPC476237
0.8077 Intermediate Similarity NPC962
0.8068 Intermediate Similarity NPC159148
0.8068 Intermediate Similarity NPC327002
0.8068 Intermediate Similarity NPC473420
0.8068 Intermediate Similarity NPC40228
0.8065 Intermediate Similarity NPC210037
0.8065 Intermediate Similarity NPC290614
0.8065 Intermediate Similarity NPC7260
0.8065 Intermediate Similarity NPC227467
0.8065 Intermediate Similarity NPC198818
0.8065 Intermediate Similarity NPC220216
0.8065 Intermediate Similarity NPC273621
0.8065 Intermediate Similarity NPC474728
0.8065 Intermediate Similarity NPC46441
0.8065 Intermediate Similarity NPC120840
0.8065 Intermediate Similarity NPC193750
0.8065 Intermediate Similarity NPC18872
0.8065 Intermediate Similarity NPC51486
0.8065 Intermediate Similarity NPC113989
0.8065 Intermediate Similarity NPC120968
0.8065 Intermediate Similarity NPC153853
0.8065 Intermediate Similarity NPC471896
0.8065 Intermediate Similarity NPC477872
0.8061 Intermediate Similarity NPC477051
0.8061 Intermediate Similarity NPC477052
0.8061 Intermediate Similarity NPC253886
0.8061 Intermediate Similarity NPC121218
0.8061 Intermediate Similarity NPC477053
0.8046 Intermediate Similarity NPC308038
0.8046 Intermediate Similarity NPC327674
0.8043 Intermediate Similarity NPC182797
0.8043 Intermediate Similarity NPC40552
0.8043 Intermediate Similarity NPC246708
0.8043 Intermediate Similarity NPC48107
0.8043 Intermediate Similarity NPC52169

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC232202 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
0.8333 Intermediate Similarity NPD7640 Approved
0.8333 Intermediate Similarity NPD7639 Approved
0.8229 Intermediate Similarity NPD7638 Approved
0.8085 Intermediate Similarity NPD6399 Phase 3
0.8 Intermediate Similarity NPD7748 Approved
0.7979 Intermediate Similarity NPD7515 Phase 2
0.7938 Intermediate Similarity NPD7902 Approved
0.7895 Intermediate Similarity NPD5778 Approved
0.7895 Intermediate Similarity NPD5779 Approved
0.7677 Intermediate Similarity NPD4225 Approved
0.7634 Intermediate Similarity NPD3618 Phase 1
0.7629 Intermediate Similarity NPD7900 Approved
0.7629 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD7632 Discontinued
0.7609 Intermediate Similarity NPD4786 Approved
0.7604 Intermediate Similarity NPD7637 Suspended
0.7596 Intermediate Similarity NPD6686 Approved
0.7582 Intermediate Similarity NPD3667 Approved
0.7582 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD6684 Approved
0.7447 Intermediate Similarity NPD7334 Approved
0.7447 Intermediate Similarity NPD7521 Approved
0.7447 Intermediate Similarity NPD7146 Approved
0.7447 Intermediate Similarity NPD6409 Approved
0.7447 Intermediate Similarity NPD5330 Approved
0.7423 Intermediate Similarity NPD6411 Approved
0.7423 Intermediate Similarity NPD8035 Phase 2
0.7423 Intermediate Similarity NPD8034 Phase 2
0.7404 Intermediate Similarity NPD7128 Approved
0.7404 Intermediate Similarity NPD6402 Approved
0.7404 Intermediate Similarity NPD5739 Approved
0.7404 Intermediate Similarity NPD6675 Approved
0.74 Intermediate Similarity NPD6083 Phase 2
0.74 Intermediate Similarity NPD6084 Phase 2
0.7396 Intermediate Similarity NPD5328 Approved
0.7364 Intermediate Similarity NPD7115 Discovery
0.7358 Intermediate Similarity NPD6373 Approved
0.7358 Intermediate Similarity NPD6372 Approved
0.7358 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD6672 Approved
0.7292 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD6903 Approved
0.7292 Intermediate Similarity NPD5737 Approved
0.7264 Intermediate Similarity NPD7320 Approved
0.7264 Intermediate Similarity NPD6881 Approved
0.7264 Intermediate Similarity NPD6899 Approved
0.7264 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD6079 Approved
0.7238 Intermediate Similarity NPD6008 Approved
0.7234 Intermediate Similarity NPD3666 Approved
0.7234 Intermediate Similarity NPD3665 Phase 1
0.7234 Intermediate Similarity NPD3133 Approved
0.7222 Intermediate Similarity NPD6650 Approved
0.7222 Intermediate Similarity NPD6649 Approved
0.7216 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6101 Approved
0.7204 Intermediate Similarity NPD4269 Approved
0.7204 Intermediate Similarity NPD4270 Approved
0.7196 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5697 Approved
0.717 Intermediate Similarity NPD5701 Approved
0.717 Intermediate Similarity NPD6412 Phase 2
0.7158 Intermediate Similarity NPD1694 Approved
0.7157 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD46 Approved
0.7143 Intermediate Similarity NPD6698 Approved
0.7143 Intermediate Similarity NPD5785 Approved
0.713 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6883 Approved
0.713 Intermediate Similarity NPD7102 Approved
0.713 Intermediate Similarity NPD7290 Approved
0.7129 Intermediate Similarity NPD4697 Phase 3
0.7128 Intermediate Similarity NPD6695 Phase 3
0.7128 Intermediate Similarity NPD5362 Discontinued
0.7128 Intermediate Similarity NPD7154 Phase 3
0.7103 Intermediate Similarity NPD6011 Approved
0.7091 Intermediate Similarity NPD4632 Approved
0.7083 Intermediate Similarity NPD5786 Approved
0.7071 Intermediate Similarity NPD7983 Approved
0.7064 Intermediate Similarity NPD8130 Phase 1
0.7064 Intermediate Similarity NPD6847 Approved
0.7064 Intermediate Similarity NPD6869 Approved
0.7064 Intermediate Similarity NPD6617 Approved
0.7064 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD3668 Phase 3
0.7053 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6013 Approved
0.7037 Intermediate Similarity NPD6014 Approved
0.7037 Intermediate Similarity NPD6012 Approved
0.703 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD5695 Phase 3
0.701 Intermediate Similarity NPD3573 Approved
0.7 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD8297 Approved
0.7 Intermediate Similarity NPD4202 Approved
0.6989 Remote Similarity NPD4695 Discontinued
0.6989 Remote Similarity NPD4252 Approved
0.6983 Remote Similarity NPD8328 Phase 3
0.6979 Remote Similarity NPD5363 Approved
0.6972 Remote Similarity NPD6371 Approved
0.6961 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5222 Approved
0.6961 Remote Similarity NPD5221 Approved
0.6957 Remote Similarity NPD6118 Approved
0.6957 Remote Similarity NPD6697 Approved
0.6957 Remote Similarity NPD6114 Approved
0.6957 Remote Similarity NPD6115 Approved
0.6952 Remote Similarity NPD5211 Phase 2
0.6915 Remote Similarity NPD5369 Approved
0.6907 Remote Similarity NPD5279 Phase 3
0.6907 Remote Similarity NPD6098 Approved
0.6907 Remote Similarity NPD4623 Approved
0.6907 Remote Similarity NPD4519 Discontinued
0.6903 Remote Similarity NPD6009 Approved
0.6893 Remote Similarity NPD5173 Approved
0.6893 Remote Similarity NPD4755 Approved
0.6882 Remote Similarity NPD7645 Phase 2
0.6882 Remote Similarity NPD6929 Approved
0.687 Remote Similarity NPD6319 Approved
0.6869 Remote Similarity NPD6673 Approved
0.6869 Remote Similarity NPD4753 Phase 2
0.6869 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6904 Approved
0.6869 Remote Similarity NPD6080 Approved
0.6864 Remote Similarity NPD7507 Approved
0.6857 Remote Similarity NPD5344 Discontinued
0.6852 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6435 Approved
0.6838 Remote Similarity NPD7604 Phase 2
0.6837 Remote Similarity NPD4250 Approved
0.6837 Remote Similarity NPD7750 Discontinued
0.6837 Remote Similarity NPD7524 Approved
0.6837 Remote Similarity NPD4251 Approved
0.6822 Remote Similarity NPD5141 Approved
0.6814 Remote Similarity NPD6868 Approved
0.6813 Remote Similarity NPD8039 Approved
0.6813 Remote Similarity NPD8264 Approved
0.681 Remote Similarity NPD5983 Phase 2
0.6809 Remote Similarity NPD7525 Registered
0.6809 Remote Similarity NPD6930 Phase 2
0.6809 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6931 Approved
0.6796 Remote Similarity NPD7839 Suspended
0.6786 Remote Similarity NPD8133 Approved
0.678 Remote Similarity NPD7492 Approved
0.6765 Remote Similarity NPD5282 Discontinued
0.6762 Remote Similarity NPD4700 Approved
0.6762 Remote Similarity NPD5286 Approved
0.6762 Remote Similarity NPD5285 Approved
0.6762 Remote Similarity NPD4696 Approved
0.6754 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6739 Remote Similarity NPD6117 Approved
0.6735 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4249 Approved
0.6733 Remote Similarity NPD5693 Phase 1
0.6733 Remote Similarity NPD5281 Approved
0.6733 Remote Similarity NPD5284 Approved
0.6724 Remote Similarity NPD6054 Approved
0.6724 Remote Similarity NPD6059 Approved
0.6723 Remote Similarity NPD6336 Discontinued
0.6723 Remote Similarity NPD6616 Approved
0.6703 Remote Similarity NPD6113 Clinical (unspecified phase)
0.67 Remote Similarity NPD6051 Approved
0.6699 Remote Similarity NPD5210 Approved
0.6699 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6699 Remote Similarity NPD4629 Approved
0.6698 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD6053 Discontinued
0.6696 Remote Similarity NPD6335 Approved
0.6694 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD6925 Approved
0.6667 Remote Similarity NPD5776 Phase 2
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6116 Phase 1
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7078 Approved
0.6638 Remote Similarity NPD7101 Approved
0.6638 Remote Similarity NPD7100 Approved
0.6636 Remote Similarity NPD4633 Approved
0.6636 Remote Similarity NPD5224 Approved
0.6636 Remote Similarity NPD5226 Approved
0.6636 Remote Similarity NPD5225 Approved
0.6633 Remote Similarity NPD5329 Approved
0.6633 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4819 Approved
0.6632 Remote Similarity NPD4821 Approved
0.6632 Remote Similarity NPD5368 Approved
0.6632 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6632 Remote Similarity NPD7514 Phase 3
0.6632 Remote Similarity NPD4820 Approved
0.6632 Remote Similarity NPD4822 Approved
0.6632 Remote Similarity NPD7332 Phase 2
0.663 Remote Similarity NPD7339 Approved
0.663 Remote Similarity NPD6942 Approved

Structure

External Identifiers

PubChem CID   21672196
ChEMBL   CHEMBL453006
ZINC  

Physicochemical Properties

Molecular Weight:  378.24
ALogP:  1.0591
MLogP:  3.33
XLogP:  1.962
# Rotatable Bonds:  13
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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