Natural Product: NPC73457

Natural Product ID:  NPC73457
Common Name:   Isoabietenin B
IUPAC Name:   (2S,4bS,8R,8aR,10R)-2,10-dihydroxy-8-(hydroxymethyl)-4b,8-dimethyl-2-propan-2-yl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one
Synonyms:   Isoabietenin B
Molecular Formula:   C20H32O4
Standard InCHIKey:  QJBRRHRRFOMXBL-KXAOQFNBSA-N
Standard InCHI:  InChI=1S/C20H32O4/c1-12(2)20(24)9-13-14(22)8-16-18(3,11-21)6-5-7-19(16,4)17(13)15(23)10-20/h12,14,16,21-22,24H,5-11H2,1-4H3/t14-,16+,18+,19+,20+/m1/s1
Canonical SMILES:  OC[C@]1(C)CCC[C@]2([C@H]1C[C@@H](O)C1=C2C(=O)C[C@](C1)(O)C(C)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
NPO33364 isodon tenuifolius Species Lamiaceae Eukaryota PMID[23327668]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 11782195
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 19795841
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 19114678
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 22104973
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 19113955
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 25000 nM 23398362

  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 NPC73457 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
0.8864 High Similarity NPC272039
0.8864 High Similarity NPC220930
0.8681 High Similarity NPC233116
0.8617 High Similarity NPC320306
0.8602 High Similarity NPC297199
0.8542 High Similarity NPC470184
0.8539 High Similarity NPC472985
0.8539 High Similarity NPC470955
0.8539 High Similarity NPC472986
0.8539 High Similarity NPC472974
0.8511 High Similarity NPC7124
0.8495 Intermediate Similarity NPC196227
0.8478 Intermediate Similarity NPC116726
0.8462 Intermediate Similarity NPC472983
0.8438 Intermediate Similarity NPC154072
0.8438 Intermediate Similarity NPC198880
0.8438 Intermediate Similarity NPC327431
0.8427 Intermediate Similarity NPC197823
0.8421 Intermediate Similarity NPC122294
0.8404 Intermediate Similarity NPC271195
0.8404 Intermediate Similarity NPC200702
0.8384 Intermediate Similarity NPC323834
0.837 Intermediate Similarity NPC113393
0.8367 Intermediate Similarity NPC55872
0.8367 Intermediate Similarity NPC95899
0.8367 Intermediate Similarity NPC131366
0.8352 Intermediate Similarity NPC476796
0.8352 Intermediate Similarity NPC471793
0.8352 Intermediate Similarity NPC307298
0.8352 Intermediate Similarity NPC471791
0.8333 Intermediate Similarity NPC16021
0.8317 Intermediate Similarity NPC87335
0.8316 Intermediate Similarity NPC249954
0.83 Intermediate Similarity NPC473165
0.83 Intermediate Similarity NPC472925
0.8298 Intermediate Similarity NPC472977
0.8298 Intermediate Similarity NPC472976
0.8283 Intermediate Similarity NPC28656
0.828 Intermediate Similarity NPC472978
0.828 Intermediate Similarity NPC63748
0.8261 Intermediate Similarity NPC472973
0.8261 Intermediate Similarity NPC472489
0.8247 Intermediate Similarity NPC299971
0.8247 Intermediate Similarity NPC307954
0.8247 Intermediate Similarity NPC144660
0.8229 Intermediate Similarity NPC471916
0.8222 Intermediate Similarity NPC15807
0.8218 Intermediate Similarity NPC65941
0.8211 Intermediate Similarity NPC259286
0.8211 Intermediate Similarity NPC472485
0.8202 Intermediate Similarity NPC66764
0.8202 Intermediate Similarity NPC110150
0.82 Intermediate Similarity NPC166607
0.8191 Intermediate Similarity NPC69454
0.8182 Intermediate Similarity NPC249187
0.8182 Intermediate Similarity NPC251017
0.8182 Intermediate Similarity NPC247957
0.8172 Intermediate Similarity NPC136801
0.8172 Intermediate Similarity NPC473099
0.8172 Intermediate Similarity NPC48010
0.8172 Intermediate Similarity NPC134321
0.8163 Intermediate Similarity NPC302537
0.8163 Intermediate Similarity NPC163372
0.8163 Intermediate Similarity NPC472924
0.8161 Intermediate Similarity NPC281138
0.8152 Intermediate Similarity NPC471724
0.8152 Intermediate Similarity NPC230387
0.8152 Intermediate Similarity NPC471722
0.8144 Intermediate Similarity NPC478056
0.8132 Intermediate Similarity NPC475181
0.8132 Intermediate Similarity NPC72133
0.8132 Intermediate Similarity NPC473226
0.8125 Intermediate Similarity NPC91439
0.8125 Intermediate Similarity NPC117133
0.8119 Intermediate Similarity NPC475060
0.8119 Intermediate Similarity NPC220229
0.8111 Intermediate Similarity NPC40687
0.8105 Intermediate Similarity NPC8993
0.8105 Intermediate Similarity NPC111015
0.8105 Intermediate Similarity NPC245972
0.8105 Intermediate Similarity NPC196485
0.81 Intermediate Similarity NPC474281
0.81 Intermediate Similarity NPC72255
0.81 Intermediate Similarity NPC160843
0.8085 Intermediate Similarity NPC235704
0.8085 Intermediate Similarity NPC473998
0.8085 Intermediate Similarity NPC99380
0.8085 Intermediate Similarity NPC475806
0.8081 Intermediate Similarity NPC308726
0.8081 Intermediate Similarity NPC234892
0.8081 Intermediate Similarity NPC119601
0.8081 Intermediate Similarity NPC281702
0.8081 Intermediate Similarity NPC293753
0.8081 Intermediate Similarity NPC473424
0.8068 Intermediate Similarity NPC157895
0.8068 Intermediate Similarity NPC104120
0.8068 Intermediate Similarity NPC148685
0.8065 Intermediate Similarity NPC472688
0.8065 Intermediate Similarity NPC472970
0.8065 Intermediate Similarity NPC473999
0.8065 Intermediate Similarity NPC472971
0.8065 Intermediate Similarity NPC473100
0.8065 Intermediate Similarity NPC250592
0.8065 Intermediate Similarity NPC472676
0.8065 Intermediate Similarity NPC77263
0.8065 Intermediate Similarity NPC309603
0.8058 Intermediate Similarity NPC272898
0.8058 Intermediate Similarity NPC473036
0.8046 Intermediate Similarity NPC178852
0.8043 Intermediate Similarity NPC138756
0.8043 Intermediate Similarity NPC298904
0.8041 Intermediate Similarity NPC135685
0.8041 Intermediate Similarity NPC18319
0.8041 Intermediate Similarity NPC470522
0.8039 Intermediate Similarity NPC217201
0.8039 Intermediate Similarity NPC300614
0.8039 Intermediate Similarity NPC90946
0.8039 Intermediate Similarity NPC151393
0.8021 Intermediate Similarity NPC476245
0.8021 Intermediate Similarity NPC266899
0.8021 Intermediate Similarity NPC173875
0.8021 Intermediate Similarity NPC318282
0.8021 Intermediate Similarity NPC174948
0.8021 Intermediate Similarity NPC53565
0.8021 Intermediate Similarity NPC469995
0.802 Intermediate Similarity NPC214264
0.802 Intermediate Similarity NPC85829
0.802 Intermediate Similarity NPC257353
0.802 Intermediate Similarity NPC50692
0.802 Intermediate Similarity NPC51452
0.802 Intermediate Similarity NPC150531
0.802 Intermediate Similarity NPC302607
0.802 Intermediate Similarity NPC97202
0.802 Intermediate Similarity NPC48733
0.802 Intermediate Similarity NPC49958
0.802 Intermediate Similarity NPC296945
0.802 Intermediate Similarity NPC260268
0.802 Intermediate Similarity NPC149047
0.802 Intermediate Similarity NPC202167
0.802 Intermediate Similarity NPC476027
0.802 Intermediate Similarity NPC152695
0.802 Intermediate Similarity NPC319077
0.802 Intermediate Similarity NPC171137
0.8 Intermediate Similarity NPC90177
0.8 Intermediate Similarity NPC271652
0.8 Intermediate Similarity NPC159533
0.8 Intermediate Similarity NPC472930
0.8 Intermediate Similarity NPC478057
0.8 Intermediate Similarity NPC471208
0.8 Intermediate Similarity NPC477435
0.8 Intermediate Similarity NPC477436
0.8 Intermediate Similarity NPC169941
0.8 Intermediate Similarity NPC251475
0.7981 Intermediate Similarity NPC472928
0.798 Intermediate Similarity NPC97435
0.798 Intermediate Similarity NPC112613
0.798 Intermediate Similarity NPC207885
0.7979 Intermediate Similarity NPC469400
0.7979 Intermediate Similarity NPC230332
0.7979 Intermediate Similarity NPC128672
0.7978 Intermediate Similarity NPC116797
0.7961 Intermediate Similarity NPC31522
0.7961 Intermediate Similarity NPC11710
0.7961 Intermediate Similarity NPC20192
0.7959 Intermediate Similarity NPC316598
0.7959 Intermediate Similarity NPC174663
0.7959 Intermediate Similarity NPC10364
0.7959 Intermediate Similarity NPC103051
0.7957 Intermediate Similarity NPC58271
0.7957 Intermediate Similarity NPC53454
0.7957 Intermediate Similarity NPC131470
0.7957 Intermediate Similarity NPC143767
0.7955 Intermediate Similarity NPC308038
0.7941 Intermediate Similarity NPC473037
0.7941 Intermediate Similarity NPC83744
0.7938 Intermediate Similarity NPC94337
0.7938 Intermediate Similarity NPC328371
0.7935 Intermediate Similarity NPC194417
0.7935 Intermediate Similarity NPC322159
0.7935 Intermediate Similarity NPC472494
0.7935 Intermediate Similarity NPC56588
0.7935 Intermediate Similarity NPC472488
0.7935 Intermediate Similarity NPC158393
0.7935 Intermediate Similarity NPC472491
0.7921 Intermediate Similarity NPC209502
0.7921 Intermediate Similarity NPC96268
0.7921 Intermediate Similarity NPC204833
0.7917 Intermediate Similarity NPC23170
0.7917 Intermediate Similarity NPC470957
0.7917 Intermediate Similarity NPC474328
0.7917 Intermediate Similarity NPC470958
0.7917 Intermediate Similarity NPC474690
0.7917 Intermediate Similarity NPC119562
0.7917 Intermediate Similarity NPC103527
0.7917 Intermediate Similarity NPC279410
0.7917 Intermediate Similarity NPC474882
0.7917 Intermediate Similarity NPC299100
0.7917 Intermediate Similarity NPC166906
0.7917 Intermediate Similarity NPC184870
0.7912 Intermediate Similarity NPC476412

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC73457 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
0.7742 Intermediate Similarity NPD3618 Phase 1
0.7708 Intermediate Similarity NPD7515 Phase 2
0.7684 Intermediate Similarity NPD5328 Approved
0.7629 Intermediate Similarity NPD4202 Approved
0.7553 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD5211 Phase 2
0.7527 Intermediate Similarity NPD4786 Approved
0.7526 Intermediate Similarity NPD6079 Approved
0.75 Intermediate Similarity NPD4755 Approved
0.75 Intermediate Similarity NPD3667 Approved
0.7404 Intermediate Similarity NPD5141 Approved
0.7383 Intermediate Similarity NPD4634 Approved
0.7374 Intermediate Similarity NPD7748 Approved
0.7353 Intermediate Similarity NPD5286 Approved
0.7353 Intermediate Similarity NPD5285 Approved
0.7353 Intermediate Similarity NPD4700 Approved
0.7353 Intermediate Similarity NPD4696 Approved
0.7353 Intermediate Similarity NPD7640 Approved
0.7353 Intermediate Similarity NPD7639 Approved
0.734 Intermediate Similarity NPD3665 Phase 1
0.734 Intermediate Similarity NPD3666 Approved
0.734 Intermediate Similarity NPD3133 Approved
0.7327 Intermediate Similarity NPD7902 Approved
0.7297 Intermediate Similarity NPD7115 Discovery
0.729 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD5223 Approved
0.7273 Intermediate Similarity NPD5779 Approved
0.7273 Intermediate Similarity NPD5778 Approved
0.7255 Intermediate Similarity NPD7638 Approved
0.7228 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD5221 Approved
0.7228 Intermediate Similarity NPD4697 Phase 3
0.7228 Intermediate Similarity NPD5222 Approved
0.7212 Intermediate Similarity NPD5224 Approved
0.7212 Intermediate Similarity NPD7632 Discontinued
0.7212 Intermediate Similarity NPD5226 Approved
0.7212 Intermediate Similarity NPD5225 Approved
0.7212 Intermediate Similarity NPD4633 Approved
0.7188 Intermediate Similarity NPD4623 Approved
0.7188 Intermediate Similarity NPD4519 Discontinued
0.7188 Intermediate Similarity NPD5279 Phase 3
0.717 Intermediate Similarity NPD6675 Approved
0.717 Intermediate Similarity NPD7128 Approved
0.717 Intermediate Similarity NPD6402 Approved
0.717 Intermediate Similarity NPD5739 Approved
0.7157 Intermediate Similarity NPD5173 Approved
0.7143 Intermediate Similarity NPD4753 Phase 2
0.7143 Intermediate Similarity NPD5175 Approved
0.7143 Intermediate Similarity NPD4754 Approved
0.7143 Intermediate Similarity NPD5174 Approved
0.71 Intermediate Similarity NPD6399 Phase 3
0.7097 Intermediate Similarity NPD4695 Discontinued
0.7065 Intermediate Similarity NPD3617 Approved
0.7064 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7320 Approved
0.7037 Intermediate Similarity NPD6899 Approved
0.7037 Intermediate Similarity NPD6881 Approved
0.703 Intermediate Similarity NPD7900 Approved
0.703 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4768 Approved
0.7009 Intermediate Similarity NPD4767 Approved
0.7 Intermediate Similarity NPD6411 Approved
0.6979 Remote Similarity NPD3668 Phase 3
0.6972 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6372 Approved
0.6972 Remote Similarity NPD6373 Approved
0.697 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6054 Approved
0.6957 Remote Similarity NPD6059 Approved
0.6947 Remote Similarity NPD4223 Phase 3
0.6947 Remote Similarity NPD4221 Approved
0.6944 Remote Similarity NPD5701 Approved
0.6944 Remote Similarity NPD5697 Approved
0.6923 Remote Similarity NPD4225 Approved
0.6915 Remote Similarity NPD7525 Registered
0.6915 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6909 Remote Similarity NPD7290 Approved
0.6909 Remote Similarity NPD7102 Approved
0.6909 Remote Similarity NPD6883 Approved
0.6907 Remote Similarity NPD5329 Approved
0.6907 Remote Similarity NPD1696 Phase 3
0.6881 Remote Similarity NPD4729 Approved
0.6881 Remote Similarity NPD5128 Approved
0.6881 Remote Similarity NPD6011 Approved
0.6881 Remote Similarity NPD4730 Approved
0.6875 Remote Similarity NPD4632 Approved
0.6852 Remote Similarity NPD6008 Approved
0.6847 Remote Similarity NPD6869 Approved
0.6847 Remote Similarity NPD8130 Phase 1
0.6847 Remote Similarity NPD6649 Approved
0.6847 Remote Similarity NPD6847 Approved
0.6847 Remote Similarity NPD6617 Approved
0.6847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6650 Approved
0.6842 Remote Similarity NPD4692 Approved
0.6842 Remote Similarity NPD4139 Approved
0.6838 Remote Similarity NPD6370 Approved
0.6837 Remote Similarity NPD4694 Approved
0.6837 Remote Similarity NPD5690 Phase 2
0.6837 Remote Similarity NPD5280 Approved
0.6832 Remote Similarity NPD5281 Approved
0.6832 Remote Similarity NPD5284 Approved
0.6827 Remote Similarity NPD6083 Phase 2
0.6827 Remote Similarity NPD6084 Phase 2
0.6818 Remote Similarity NPD6013 Approved
0.6818 Remote Similarity NPD6014 Approved
0.6818 Remote Similarity NPD6012 Approved
0.681 Remote Similarity NPD6319 Approved
0.6804 Remote Similarity NPD4197 Approved
0.68 Remote Similarity NPD5764 Clinical (unspecified phase)
0.68 Remote Similarity NPD6101 Approved
0.6796 Remote Similarity NPD5210 Approved
0.6796 Remote Similarity NPD5695 Phase 3
0.6796 Remote Similarity NPD4629 Approved
0.6789 Remote Similarity NPD6412 Phase 2
0.6789 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6882 Approved
0.6786 Remote Similarity NPD8297 Approved
0.6768 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5249 Phase 3
0.6757 Remote Similarity NPD5169 Approved
0.6757 Remote Similarity NPD5135 Approved
0.6757 Remote Similarity NPD5250 Approved
0.6757 Remote Similarity NPD5251 Approved
0.6757 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5247 Approved
0.6757 Remote Similarity NPD5248 Approved
0.6752 Remote Similarity NPD6015 Approved
0.6752 Remote Similarity NPD6016 Approved
0.6739 Remote Similarity NPD3703 Phase 2
0.6739 Remote Similarity NPD8264 Approved
0.6737 Remote Similarity NPD4748 Discontinued
0.6735 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6723 Remote Similarity NPD7492 Approved
0.6702 Remote Similarity NPD6118 Approved
0.6702 Remote Similarity NPD6114 Approved
0.6702 Remote Similarity NPD6115 Approved
0.6702 Remote Similarity NPD6697 Approved
0.6701 Remote Similarity NPD4788 Approved
0.6699 Remote Similarity NPD5282 Discontinued
0.6696 Remote Similarity NPD5217 Approved
0.6696 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5215 Approved
0.6696 Remote Similarity NPD5216 Approved
0.6696 Remote Similarity NPD6009 Approved
0.6696 Remote Similarity NPD5127 Approved
0.6695 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD4690 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD7334 Approved
0.6667 Remote Similarity NPD5205 Approved
0.6667 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD4688 Approved
0.6667 Remote Similarity NPD4138 Approved
0.6667 Remote Similarity NPD7146 Approved
0.6667 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD4689 Approved
0.6667 Remote Similarity NPD6684 Approved
0.6667 Remote Similarity NPD4693 Phase 3
0.6667 Remote Similarity NPD7341 Phase 2
0.6667 Remote Similarity NPD6409 Approved
0.6639 Remote Similarity NPD8328 Phase 3
0.6632 Remote Similarity NPD7645 Phase 2
0.6612 Remote Similarity NPD7078 Approved
0.6612 Remote Similarity NPD8293 Discontinued
0.66 Remote Similarity NPD3573 Approved
0.6596 Remote Similarity NPD6116 Phase 1
0.6593 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5168 Approved
0.6577 Remote Similarity NPD6686 Approved
0.6569 Remote Similarity NPD5785 Approved
0.6566 Remote Similarity NPD1694 Approved
0.6566 Remote Similarity NPD5363 Approved
0.6559 Remote Similarity NPD6942 Approved
0.6559 Remote Similarity NPD7339 Approved
0.6557 Remote Similarity NPD6033 Approved
0.6557 Remote Similarity NPD7736 Approved
0.6556 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6672 Approved
0.6535 Remote Similarity NPD6903 Approved
0.6535 Remote Similarity NPD5737 Approved
0.6522 Remote Similarity NPD5167 Approved
0.6505 Remote Similarity NPD7637 Suspended
0.6505 Remote Similarity NPD8034 Phase 2
0.6505 Remote Similarity NPD8035 Phase 2
0.6504 Remote Similarity NPD7319 Approved
0.65 Remote Similarity NPD7604 Phase 2
0.6496 Remote Similarity NPD6335 Approved
0.6491 Remote Similarity NPD6053 Discontinued
0.6489 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6117 Approved
0.6476 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5983 Phase 2
0.6466 Remote Similarity NPD6274 Approved
0.6465 Remote Similarity NPD7338 Clinical (unspecified phase)
0.646 Remote Similarity NPD6371 Approved

Structure

External Identifiers

PubChem CID   71579048
ChEMBL   CHEMBL2334472
ZINC  

Physicochemical Properties

Molecular Weight:  336.23
ALogP:  -0.457
MLogP:  3.22
XLogP:  1.431
# Rotatable Bonds:  9
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# 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