Natural Product: NPC98236

Natural Product ID:  NPC98236
Common Name:   30-Formyl Lupeol
IUPAC Name:   2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]prop-2-enal
Synonyms:  
Molecular Formula:   C30H48O2
Standard InCHIKey:  RYHMCEZDZZBPAQ-QGTGJCAVSA-N
Standard InCHI:  InChI=1S/C30H48O2/c1-19(18-31)20-10-13-27(4)16-17-29(6)21(25(20)27)8-9-23-28(5)14-12-24(32)26(2,3)22(28)11-15-30(23,29)7/h18,20-25,32H,1,8-17H2,2-7H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1
Canonical SMILES:  O=CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)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
NPO12446 Folium ilicis cornutae NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT839 Cell Line L6 Rattus norvegicus Activity = 173.1 % 24813738
NPT839 Cell Line L6 Rattus norvegicus IC50 = 4200 nM 24813738
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 42900 nM 24909081
NPT2 Others Unspecified IC50 = 37000 nM 24909081
NPT113 Cell Line RAW264.7 Mus musculus Activity = 95.2 % 24909081
NPT2 Others Unspecified Activity = 92.08 % 24909081

  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 NPC98236 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 NPC269396
0.9756 High Similarity NPC472739
0.975 High Similarity NPC74595
0.975 High Similarity NPC264665
0.9383 High Similarity NPC175410
0.9383 High Similarity NPC475726
0.9383 High Similarity NPC472743
0.9268 High Similarity NPC474482
0.9268 High Similarity NPC475745
0.9157 High Similarity NPC292553
0.9157 High Similarity NPC264317
0.9157 High Similarity NPC76518
0.9157 High Similarity NPC294438
0.907 High Similarity NPC169933
0.9048 High Similarity NPC2783
0.9048 High Similarity NPC472738
0.9048 High Similarity NPC12774
0.9036 High Similarity NPC474233
0.8941 High Similarity NPC57469
0.8941 High Similarity NPC33768
0.8941 High Similarity NPC264005
0.8941 High Similarity NPC269360
0.8941 High Similarity NPC4643
0.8916 High Similarity NPC471036
0.8916 High Similarity NPC291320
0.8889 High Similarity NPC201459
0.8837 High Similarity NPC474719
0.8837 High Similarity NPC16377
0.8837 High Similarity NPC471900
0.881 High Similarity NPC146683
0.875 High Similarity NPC272746
0.8736 High Similarity NPC220498
0.8736 High Similarity NPC57954
0.8736 High Similarity NPC213832
0.8706 High Similarity NPC190704
0.8706 High Similarity NPC471034
0.869 High Similarity NPC118800
0.8675 High Similarity NPC474484
0.8675 High Similarity NPC103754
0.8642 High Similarity NPC106078
0.8636 High Similarity NPC126993
0.8636 High Similarity NPC191684
0.8636 High Similarity NPC85173
0.8625 High Similarity NPC240235
0.8625 High Similarity NPC104387
0.8625 High Similarity NPC178383
0.8625 High Similarity NPC212879
0.8625 High Similarity NPC231256
0.8621 High Similarity NPC4309
0.8621 High Similarity NPC206060
0.8605 High Similarity NPC235341
0.8605 High Similarity NPC94755
0.8605 High Similarity NPC95594
0.8605 High Similarity NPC477579
0.8554 High Similarity NPC164999
0.8539 High Similarity NPC475416
0.8523 High Similarity NPC247312
0.8523 High Similarity NPC271974
0.8519 High Similarity NPC78067
0.8519 High Similarity NPC93662
0.8519 High Similarity NPC86305
0.8519 High Similarity NPC14112
0.8519 High Similarity NPC278091
0.8506 High Similarity NPC153604
0.8506 High Similarity NPC174619
0.8506 High Similarity NPC89747
0.8506 High Similarity NPC165895
0.8506 High Similarity NPC259009
0.85 High Similarity NPC192638
0.85 High Similarity NPC25511
0.85 High Similarity NPC62657
0.8488 Intermediate Similarity NPC102292
0.8452 Intermediate Similarity NPC164210
0.8452 Intermediate Similarity NPC328264
0.8444 Intermediate Similarity NPC291373
0.8444 Intermediate Similarity NPC471902
0.8444 Intermediate Similarity NPC473690
0.8444 Intermediate Similarity NPC244356
0.8444 Intermediate Similarity NPC59350
0.8444 Intermediate Similarity NPC224060
0.8444 Intermediate Similarity NPC287118
0.8427 Intermediate Similarity NPC183283
0.8415 Intermediate Similarity NPC202540
0.8415 Intermediate Similarity NPC119355
0.8415 Intermediate Similarity NPC248830
0.8415 Intermediate Similarity NPC212241
0.8409 Intermediate Similarity NPC474925
0.8409 Intermediate Similarity NPC146937
0.8409 Intermediate Similarity NPC193360
0.8409 Intermediate Similarity NPC471724
0.8395 Intermediate Similarity NPC97534
0.8395 Intermediate Similarity NPC195155
0.8395 Intermediate Similarity NPC174964
0.8391 Intermediate Similarity NPC72133
0.8391 Intermediate Similarity NPC471737
0.8391 Intermediate Similarity NPC34190
0.8372 Intermediate Similarity NPC475509
0.8353 Intermediate Similarity NPC145143
0.8353 Intermediate Similarity NPC477858
0.8353 Intermediate Similarity NPC110780
0.8352 Intermediate Similarity NPC303863
0.8352 Intermediate Similarity NPC277399
0.8333 Intermediate Similarity NPC471901
0.8333 Intermediate Similarity NPC160506
0.8315 Intermediate Similarity NPC122116
0.8313 Intermediate Similarity NPC42853
0.8313 Intermediate Similarity NPC102708
0.8295 Intermediate Similarity NPC142361
0.8295 Intermediate Similarity NPC93778
0.8295 Intermediate Similarity NPC474684
0.8295 Intermediate Similarity NPC475740
0.8293 Intermediate Similarity NPC5767
0.8293 Intermediate Similarity NPC475742
0.8276 Intermediate Similarity NPC201655
0.8276 Intermediate Similarity NPC98270
0.8276 Intermediate Similarity NPC470574
0.8276 Intermediate Similarity NPC133954
0.8272 Intermediate Similarity NPC199316
0.8272 Intermediate Similarity NPC102313
0.8272 Intermediate Similarity NPC159497
0.8261 Intermediate Similarity NPC29112
0.8256 Intermediate Similarity NPC472740
0.8256 Intermediate Similarity NPC471037
0.8256 Intermediate Similarity NPC5280
0.8256 Intermediate Similarity NPC245866
0.825 Intermediate Similarity NPC111234
0.8242 Intermediate Similarity NPC12722
0.8242 Intermediate Similarity NPC294263
0.8242 Intermediate Similarity NPC82138
0.8222 Intermediate Similarity NPC80401
0.8222 Intermediate Similarity NPC46758
0.8222 Intermediate Similarity NPC261994
0.8222 Intermediate Similarity NPC470378
0.8222 Intermediate Similarity NPC149761
0.8222 Intermediate Similarity NPC180849
0.8214 Intermediate Similarity NPC475727
0.8214 Intermediate Similarity NPC49599
0.8214 Intermediate Similarity NPC80297
0.8214 Intermediate Similarity NPC49627
0.8214 Intermediate Similarity NPC116119
0.8214 Intermediate Similarity NPC472742
0.8214 Intermediate Similarity NPC192744
0.8202 Intermediate Similarity NPC143767
0.8202 Intermediate Similarity NPC328539
0.8202 Intermediate Similarity NPC471722
0.8202 Intermediate Similarity NPC131470
0.8202 Intermediate Similarity NPC474677
0.8193 Intermediate Similarity NPC23884
0.8193 Intermediate Similarity NPC143133
0.8193 Intermediate Similarity NPC221420
0.8193 Intermediate Similarity NPC68828
0.8193 Intermediate Similarity NPC298168
0.8193 Intermediate Similarity NPC149249
0.8193 Intermediate Similarity NPC472746
0.8191 Intermediate Similarity NPC194196
0.8182 Intermediate Similarity NPC474732
0.8182 Intermediate Similarity NPC213412
0.8182 Intermediate Similarity NPC31564
0.8182 Intermediate Similarity NPC474733
0.8182 Intermediate Similarity NPC145879
0.8182 Intermediate Similarity NPC475862
0.8182 Intermediate Similarity NPC187545
0.8182 Intermediate Similarity NPC74363
0.8182 Intermediate Similarity NPC28252
0.8182 Intermediate Similarity NPC474778
0.8182 Intermediate Similarity NPC158393
0.8182 Intermediate Similarity NPC55309
0.8172 Intermediate Similarity NPC135548
0.8172 Intermediate Similarity NPC264979
0.8171 Intermediate Similarity NPC3403
0.8171 Intermediate Similarity NPC185536
0.8171 Intermediate Similarity NPC230704
0.8171 Intermediate Similarity NPC70982
0.8161 Intermediate Similarity NPC214043
0.8161 Intermediate Similarity NPC85774
0.8161 Intermediate Similarity NPC59453
0.8161 Intermediate Similarity NPC221758
0.8152 Intermediate Similarity NPC47853
0.8148 Intermediate Similarity NPC232112
0.814 Intermediate Similarity NPC268040
0.8132 Intermediate Similarity NPC476168
0.8132 Intermediate Similarity NPC299185
0.8132 Intermediate Similarity NPC198242
0.8132 Intermediate Similarity NPC211403
0.8125 Intermediate Similarity NPC45296
0.8118 Intermediate Similarity NPC475679
0.8111 Intermediate Similarity NPC116146
0.8111 Intermediate Similarity NPC275740
0.8111 Intermediate Similarity NPC309603
0.8111 Intermediate Similarity NPC24772
0.8111 Intermediate Similarity NPC1015
0.8111 Intermediate Similarity NPC475921
0.8111 Intermediate Similarity NPC31985
0.8111 Intermediate Similarity NPC119416
0.8111 Intermediate Similarity NPC473999
0.8111 Intermediate Similarity NPC86319
0.8111 Intermediate Similarity NPC474704
0.809 Intermediate Similarity NPC475772
0.809 Intermediate Similarity NPC58063
0.809 Intermediate Similarity NPC242468

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98236 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
0.9157 High Similarity NPD7520 Clinical (unspecified phase)
0.8471 Intermediate Similarity NPD4788 Approved
0.8333 Intermediate Similarity NPD6079 Approved
0.8333 Intermediate Similarity NPD8034 Phase 2
0.8333 Intermediate Similarity NPD8035 Phase 2
0.8315 Intermediate Similarity NPD5328 Approved
0.8182 Intermediate Similarity NPD3618 Phase 1
0.8161 Intermediate Similarity NPD4786 Approved
0.8025 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7979 Intermediate Similarity NPD4697 Phase 3
0.7935 Intermediate Similarity NPD7515 Phase 2
0.7931 Intermediate Similarity NPD3667 Approved
0.7857 Intermediate Similarity NPD6117 Approved
0.7849 Intermediate Similarity NPD4202 Approved
0.7831 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7789 Intermediate Similarity NPD5222 Approved
0.7789 Intermediate Similarity NPD5221 Approved
0.7789 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD6116 Phase 1
0.7753 Intermediate Similarity NPD3133 Approved
0.7753 Intermediate Similarity NPD3665 Phase 1
0.7753 Intermediate Similarity NPD3666 Approved
0.7708 Intermediate Similarity NPD5173 Approved
0.7701 Intermediate Similarity NPD7525 Registered
0.7674 Intermediate Similarity NPD6115 Approved
0.7674 Intermediate Similarity NPD6118 Approved
0.7674 Intermediate Similarity NPD6114 Approved
0.7674 Intermediate Similarity NPD6697 Approved
0.7579 Intermediate Similarity NPD7748 Approved
0.7551 Intermediate Similarity NPD5286 Approved
0.7551 Intermediate Similarity NPD5285 Approved
0.7551 Intermediate Similarity NPD4696 Approved
0.7529 Intermediate Similarity NPD3703 Phase 2
0.7526 Intermediate Similarity NPD4755 Approved
0.7475 Intermediate Similarity NPD5223 Approved
0.747 Intermediate Similarity NPD4245 Approved
0.747 Intermediate Similarity NPD4789 Approved
0.747 Intermediate Similarity NPD4244 Approved
0.7439 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD5360 Phase 3
0.74 Intermediate Similarity NPD5225 Approved
0.74 Intermediate Similarity NPD4633 Approved
0.74 Intermediate Similarity NPD5226 Approved
0.74 Intermediate Similarity NPD5224 Approved
0.74 Intermediate Similarity NPD5211 Phase 2
0.7391 Intermediate Similarity NPD5279 Phase 3
0.7386 Intermediate Similarity NPD7645 Phase 2
0.7374 Intermediate Similarity NPD4700 Approved
0.7349 Intermediate Similarity NPD3698 Phase 2
0.7347 Intermediate Similarity NPD7902 Approved
0.734 Intermediate Similarity NPD4753 Phase 2
0.7333 Intermediate Similarity NPD4221 Approved
0.7333 Intermediate Similarity NPD4223 Phase 3
0.7327 Intermediate Similarity NPD5174 Approved
0.7327 Intermediate Similarity NPD5175 Approved
0.7326 Intermediate Similarity NPD6942 Approved
0.7326 Intermediate Similarity NPD7339 Approved
0.7292 Intermediate Similarity NPD6399 Phase 3
0.7284 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD5329 Approved
0.7273 Intermediate Similarity NPD7638 Approved
0.7255 Intermediate Similarity NPD5141 Approved
0.7234 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6881 Approved
0.7212 Intermediate Similarity NPD6899 Approved
0.7204 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7640 Approved
0.72 Intermediate Similarity NPD7639 Approved
0.7184 Intermediate Similarity NPD7128 Approved
0.7184 Intermediate Similarity NPD6402 Approved
0.7184 Intermediate Similarity NPD6675 Approved
0.7184 Intermediate Similarity NPD5739 Approved
0.7174 Intermediate Similarity NPD3668 Phase 3
0.7174 Intermediate Similarity NPD4197 Approved
0.7157 Intermediate Similarity NPD4754 Approved
0.7143 Intermediate Similarity NPD5210 Approved
0.7143 Intermediate Similarity NPD4629 Approved
0.7115 Intermediate Similarity NPD5697 Approved
0.7079 Intermediate Similarity NPD3671 Phase 1
0.7079 Intermediate Similarity NPD3617 Approved
0.7075 Intermediate Similarity NPD7290 Approved
0.7075 Intermediate Similarity NPD6883 Approved
0.7075 Intermediate Similarity NPD7102 Approved
0.7048 Intermediate Similarity NPD4730 Approved
0.7048 Intermediate Similarity NPD6011 Approved
0.7048 Intermediate Similarity NPD5128 Approved
0.7048 Intermediate Similarity NPD4729 Approved
0.7048 Intermediate Similarity NPD7320 Approved
0.7048 Intermediate Similarity NPD5168 Approved
0.7045 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7900 Approved
0.7021 Intermediate Similarity NPD5690 Phase 2
0.7021 Intermediate Similarity NPD7521 Approved
0.7021 Intermediate Similarity NPD7334 Approved
0.7021 Intermediate Similarity NPD5330 Approved
0.7021 Intermediate Similarity NPD7146 Approved
0.7021 Intermediate Similarity NPD4689 Approved
0.7021 Intermediate Similarity NPD6409 Approved
0.7021 Intermediate Similarity NPD4688 Approved
0.7021 Intermediate Similarity NPD5205 Approved
0.7021 Intermediate Similarity NPD4690 Approved
0.7021 Intermediate Similarity NPD4138 Approved
0.7021 Intermediate Similarity NPD6684 Approved
0.7021 Intermediate Similarity NPD4693 Phase 3
0.7019 Intermediate Similarity NPD4767 Approved
0.7019 Intermediate Similarity NPD4768 Approved
0.7009 Intermediate Similarity NPD6650 Approved
0.7009 Intermediate Similarity NPD8130 Phase 1
0.7009 Intermediate Similarity NPD6847 Approved
0.7009 Intermediate Similarity NPD6617 Approved
0.7009 Intermediate Similarity NPD6649 Approved
0.7009 Intermediate Similarity NPD6869 Approved
0.7 Intermediate Similarity NPD6083 Phase 2
0.7 Intermediate Similarity NPD6084 Phase 2
0.6981 Remote Similarity NPD6012 Approved
0.6981 Remote Similarity NPD6013 Approved
0.6981 Remote Similarity NPD6372 Approved
0.6981 Remote Similarity NPD6014 Approved
0.6981 Remote Similarity NPD6373 Approved
0.6977 Remote Similarity NPD4758 Discontinued
0.6952 Remote Similarity NPD5701 Approved
0.6944 Remote Similarity NPD8297 Approved
0.6944 Remote Similarity NPD6882 Approved
0.6941 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5169 Approved
0.6916 Remote Similarity NPD5249 Phase 3
0.6916 Remote Similarity NPD5250 Approved
0.6916 Remote Similarity NPD5135 Approved
0.6916 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5251 Approved
0.6916 Remote Similarity NPD5247 Approved
0.6916 Remote Similarity NPD5248 Approved
0.6916 Remote Similarity NPD4634 Approved
0.6875 Remote Similarity NPD5737 Approved
0.6875 Remote Similarity NPD6672 Approved
0.6875 Remote Similarity NPD6903 Approved
0.6852 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5127 Approved
0.6852 Remote Similarity NPD5215 Approved
0.6852 Remote Similarity NPD5216 Approved
0.6852 Remote Similarity NPD5217 Approved
0.6847 Remote Similarity NPD7115 Discovery
0.6842 Remote Similarity NPD4694 Approved
0.6842 Remote Similarity NPD5280 Approved
0.6818 Remote Similarity NPD6924 Approved
0.6818 Remote Similarity NPD6926 Approved
0.6813 Remote Similarity NPD4195 Approved
0.6786 Remote Similarity NPD4224 Phase 2
0.6782 Remote Similarity NPD6081 Approved
0.6757 Remote Similarity NPD6868 Approved
0.6739 Remote Similarity NPD4695 Discontinued
0.6731 Remote Similarity NPD7632 Discontinued
0.6727 Remote Similarity NPD4632 Approved
0.6703 Remote Similarity NPD5364 Discontinued
0.6667 Remote Similarity NPD6933 Approved
0.6667 Remote Similarity NPD4787 Phase 1
0.6667 Remote Similarity NPD4139 Approved
0.6667 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD5167 Approved
0.6667 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD4747 Approved
0.6667 Remote Similarity NPD4691 Approved
0.6637 Remote Similarity NPD6335 Approved
0.6636 Remote Similarity NPD6412 Phase 2
0.6634 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6634 Remote Similarity NPD5695 Phase 3
0.6607 Remote Similarity NPD6274 Approved
0.6602 Remote Similarity NPD5290 Discontinued
0.6602 Remote Similarity NPD5696 Approved
0.6598 Remote Similarity NPD3573 Approved
0.6591 Remote Similarity NPD4243 Approved
0.6591 Remote Similarity NPD7150 Approved
0.6591 Remote Similarity NPD7152 Approved
0.6591 Remote Similarity NPD5777 Approved
0.6591 Remote Similarity NPD7151 Approved
0.6579 Remote Similarity NPD7100 Approved
0.6579 Remote Similarity NPD7101 Approved
0.6577 Remote Similarity NPD8133 Approved
0.6559 Remote Similarity NPD4748 Discontinued
0.6556 Remote Similarity NPD3702 Approved
0.6552 Remote Similarity NPD6923 Approved
0.6552 Remote Similarity NPD6922 Approved
0.6552 Remote Similarity NPD4137 Phase 3
0.6549 Remote Similarity NPD6009 Approved
0.6549 Remote Similarity NPD6317 Approved
0.6522 Remote Similarity NPD6054 Approved
0.65 Remote Similarity NPD5284 Approved
0.65 Remote Similarity NPD5281 Approved
0.65 Remote Similarity NPD7319 Approved
0.6495 Remote Similarity NPD4519 Discontinued
0.6495 Remote Similarity NPD6098 Approved
0.6495 Remote Similarity NPD4623 Approved
0.6491 Remote Similarity NPD6313 Approved
0.6491 Remote Similarity NPD6314 Approved
0.6477 Remote Similarity NPD7144 Approved
0.6477 Remote Similarity NPD7143 Approved

Structure

External Identifiers

PubChem CID   10071968
ChEMBL   CHEMBL2042333
ZINC  

Physicochemical Properties

Molecular Weight:  440.37
ALogP:  2.3969
MLogP:  4.54
XLogP:  10.527
# Rotatable Bonds:  9
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  32

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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