Natural Product: NPC473448

Natural Product ID:  NPC473448
Common Name:   Furanocembranoid 4
IUPAC Name:   (1S,3S,4R,7S,8E,10S)-3,4,7-trihydroxy-3,7-dimethyl-10-propan-2-yl-15-oxabicyclo[11.2.1]hexadeca-8,13(16)-dien-14-one
Synonyms:   Furanocembranoid 4
Molecular Formula:   C20H32O5
Standard InCHIKey:  ZXUDZQNLOBXDTI-CLCGKSASSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-13(2)14-5-6-15-11-16(25-18(15)22)12-20(4,24)17(21)8-10-19(3,23)9-7-14/h7,9,11,13-14,16-17,21,23-24H,5-6,8,10,12H2,1-4H3/b9-7+/t14-,16-,17-,19-,20+/m1/s1
Canonical SMILES:  CC([C@@H]1CCC2=C[C@@H](OC2=O)C[C@]([C@@H](CC[C@](/C=C/1)(C)O)O)(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
NPO16932 Croton oblongifolius Species Euphorbiaceae Eukaryota Stem barks PMID[17341114]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT323 Cell Line SW-620 Homo sapiens IC50 = 6 ug/ml 23886691
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6.1 ug/ml 26711891

  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 NPC473448 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
0.8736 High Similarity NPC137033
0.8706 High Similarity NPC325031
0.8696 High Similarity NPC304886
0.8696 High Similarity NPC36954
0.8681 High Similarity NPC475912
0.8667 High Similarity NPC475855
0.8667 High Similarity NPC474761
0.8667 High Similarity NPC476004
0.8571 High Similarity NPC30515
0.8571 High Similarity NPC184463
0.8539 High Similarity NPC160138
0.8511 High Similarity NPC40812
0.8506 High Similarity NPC11620
0.8495 Intermediate Similarity NPC270013
0.8495 Intermediate Similarity NPC14961
0.8495 Intermediate Similarity NPC272050
0.8478 Intermediate Similarity NPC228451
0.8478 Intermediate Similarity NPC475838
0.8478 Intermediate Similarity NPC476300
0.8478 Intermediate Similarity NPC125674
0.8462 Intermediate Similarity NPC51004
0.8462 Intermediate Similarity NPC144133
0.8462 Intermediate Similarity NPC179394
0.8444 Intermediate Similarity NPC202672
0.8444 Intermediate Similarity NPC153805
0.8444 Intermediate Similarity NPC474471
0.8444 Intermediate Similarity NPC227379
0.8438 Intermediate Similarity NPC150923
0.8427 Intermediate Similarity NPC164393
0.8427 Intermediate Similarity NPC469483
0.8427 Intermediate Similarity NPC305475
0.8427 Intermediate Similarity NPC475461
0.8421 Intermediate Similarity NPC83895
0.8421 Intermediate Similarity NPC187268
0.8421 Intermediate Similarity NPC187761
0.8409 Intermediate Similarity NPC163093
0.8404 Intermediate Similarity NPC476315
0.8404 Intermediate Similarity NPC279621
0.8391 Intermediate Similarity NPC474291
0.8387 Intermediate Similarity NPC474247
0.8387 Intermediate Similarity NPC474035
0.8387 Intermediate Similarity NPC81386
0.837 Intermediate Similarity NPC476705
0.8352 Intermediate Similarity NPC295312
0.8352 Intermediate Similarity NPC307411
0.8351 Intermediate Similarity NPC86077
0.8333 Intermediate Similarity NPC475053
0.8333 Intermediate Similarity NPC248602
0.8315 Intermediate Similarity NPC477014
0.8315 Intermediate Similarity NPC477013
0.8315 Intermediate Similarity NPC322529
0.8315 Intermediate Similarity NPC255307
0.8315 Intermediate Similarity NPC261380
0.8315 Intermediate Similarity NPC120398
0.8315 Intermediate Similarity NPC471567
0.8295 Intermediate Similarity NPC250315
0.8295 Intermediate Similarity NPC253801
0.828 Intermediate Similarity NPC295204
0.828 Intermediate Similarity NPC288240
0.828 Intermediate Similarity NPC212486
0.828 Intermediate Similarity NPC476049
0.828 Intermediate Similarity NPC273579
0.828 Intermediate Similarity NPC162205
0.828 Intermediate Similarity NPC81419
0.828 Intermediate Similarity NPC179746
0.8265 Intermediate Similarity NPC472755
0.8265 Intermediate Similarity NPC475945
0.8265 Intermediate Similarity NPC475871
0.8247 Intermediate Similarity NPC472753
0.8242 Intermediate Similarity NPC476803
0.8229 Intermediate Similarity NPC255592
0.8229 Intermediate Similarity NPC261377
0.8229 Intermediate Similarity NPC473326
0.8229 Intermediate Similarity NPC222303
0.8229 Intermediate Similarity NPC308567
0.8222 Intermediate Similarity NPC279267
0.8222 Intermediate Similarity NPC69082
0.8222 Intermediate Similarity NPC311163
0.8222 Intermediate Similarity NPC477015
0.8214 Intermediate Similarity NPC329852
0.8211 Intermediate Similarity NPC234993
0.8211 Intermediate Similarity NPC230800
0.8211 Intermediate Similarity NPC134072
0.8202 Intermediate Similarity NPC243618
0.8202 Intermediate Similarity NPC474776
0.8202 Intermediate Similarity NPC70424
0.8202 Intermediate Similarity NPC191476
0.8202 Intermediate Similarity NPC474780
0.8202 Intermediate Similarity NPC114979
0.8202 Intermediate Similarity NPC156804
0.8202 Intermediate Similarity NPC476804
0.8202 Intermediate Similarity NPC82297
0.8202 Intermediate Similarity NPC9868
0.82 Intermediate Similarity NPC187435
0.82 Intermediate Similarity NPC67321
0.8191 Intermediate Similarity NPC65829
0.8191 Intermediate Similarity NPC477131
0.8191 Intermediate Similarity NPC474338
0.8182 Intermediate Similarity NPC473780
0.8182 Intermediate Similarity NPC145914
0.8182 Intermediate Similarity NPC11332
0.8182 Intermediate Similarity NPC131002
0.8182 Intermediate Similarity NPC65930
0.8182 Intermediate Similarity NPC94875
0.8182 Intermediate Similarity NPC73310
0.8182 Intermediate Similarity NPC473712
0.8182 Intermediate Similarity NPC329829
0.8182 Intermediate Similarity NPC473529
0.8182 Intermediate Similarity NPC475159
0.8182 Intermediate Similarity NPC180363
0.8172 Intermediate Similarity NPC208886
0.8172 Intermediate Similarity NPC473321
0.8172 Intermediate Similarity NPC12172
0.8163 Intermediate Similarity NPC472754
0.8163 Intermediate Similarity NPC474747
0.8152 Intermediate Similarity NPC212598
0.8152 Intermediate Similarity NPC133450
0.8152 Intermediate Similarity NPC473564
0.8144 Intermediate Similarity NPC288876
0.814 Intermediate Similarity NPC192006
0.8132 Intermediate Similarity NPC178215
0.8132 Intermediate Similarity NPC474765
0.8125 Intermediate Similarity NPC471462
0.8111 Intermediate Similarity NPC110710
0.8111 Intermediate Similarity NPC132496
0.8111 Intermediate Similarity NPC329615
0.8111 Intermediate Similarity NPC66346
0.8111 Intermediate Similarity NPC165162
0.8111 Intermediate Similarity NPC223871
0.8111 Intermediate Similarity NPC329838
0.8111 Intermediate Similarity NPC283085
0.8111 Intermediate Similarity NPC82795
0.8111 Intermediate Similarity NPC1083
0.8111 Intermediate Similarity NPC473478
0.8111 Intermediate Similarity NPC215364
0.8111 Intermediate Similarity NPC103284
0.8111 Intermediate Similarity NPC473651
0.8111 Intermediate Similarity NPC473669
0.8111 Intermediate Similarity NPC231009
0.8111 Intermediate Similarity NPC21469
0.8111 Intermediate Similarity NPC107986
0.8111 Intermediate Similarity NPC182383
0.8111 Intermediate Similarity NPC286338
0.8105 Intermediate Similarity NPC471141
0.81 Intermediate Similarity NPC472751
0.81 Intermediate Similarity NPC243998
0.81 Intermediate Similarity NPC472749
0.8095 Intermediate Similarity NPC474758
0.809 Intermediate Similarity NPC131669
0.809 Intermediate Similarity NPC473390
0.809 Intermediate Similarity NPC169575
0.809 Intermediate Similarity NPC144415
0.809 Intermediate Similarity NPC40746
0.8085 Intermediate Similarity NPC469645
0.8085 Intermediate Similarity NPC469692
0.8081 Intermediate Similarity NPC110989
0.8081 Intermediate Similarity NPC472747
0.8081 Intermediate Similarity NPC472750
0.8068 Intermediate Similarity NPC471325
0.8068 Intermediate Similarity NPC112868
0.8065 Intermediate Similarity NPC469368
0.8065 Intermediate Similarity NPC177668
0.8065 Intermediate Similarity NPC3952
0.8065 Intermediate Similarity NPC473619
0.8061 Intermediate Similarity NPC474742
0.8046 Intermediate Similarity NPC55304
0.8046 Intermediate Similarity NPC226226
0.8043 Intermediate Similarity NPC476706
0.8043 Intermediate Similarity NPC473905
0.8043 Intermediate Similarity NPC48338
0.8043 Intermediate Similarity NPC280621
0.8043 Intermediate Similarity NPC320458
0.8043 Intermediate Similarity NPC473715
0.8043 Intermediate Similarity NPC21208
0.8043 Intermediate Similarity NPC89001
0.8043 Intermediate Similarity NPC20339
0.8043 Intermediate Similarity NPC233551
0.8043 Intermediate Similarity NPC476707
0.8043 Intermediate Similarity NPC476704
0.8043 Intermediate Similarity NPC476805
0.8043 Intermediate Similarity NPC40376
0.8043 Intermediate Similarity NPC281516
0.8041 Intermediate Similarity NPC474213
0.8022 Intermediate Similarity NPC232555
0.8022 Intermediate Similarity NPC103523
0.8022 Intermediate Similarity NPC134865
0.8022 Intermediate Similarity NPC261721
0.8022 Intermediate Similarity NPC474949
0.8022 Intermediate Similarity NPC134807
0.8022 Intermediate Similarity NPC231096
0.8022 Intermediate Similarity NPC47937
0.8022 Intermediate Similarity NPC142117
0.8022 Intermediate Similarity NPC473687
0.8022 Intermediate Similarity NPC112685
0.8022 Intermediate Similarity NPC293136
0.8022 Intermediate Similarity NPC210218
0.8022 Intermediate Similarity NPC62118
0.8022 Intermediate Similarity NPC204686
0.8022 Intermediate Similarity NPC122502
0.8022 Intermediate Similarity NPC241360

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473448 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
0.8261 Intermediate Similarity NPD46 Approved
0.8261 Intermediate Similarity NPD6698 Approved
0.8065 Intermediate Similarity NPD7838 Discovery
0.7961 Intermediate Similarity NPD6371 Approved
0.7941 Intermediate Similarity NPD6686 Approved
0.7843 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7789 Intermediate Similarity NPD7983 Approved
0.77 Intermediate Similarity NPD5344 Discontinued
0.7692 Intermediate Similarity NPD7154 Phase 3
0.7684 Intermediate Similarity NPD5785 Approved
0.7556 Intermediate Similarity NPD4821 Approved
0.7556 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD4819 Approved
0.7556 Intermediate Similarity NPD4820 Approved
0.7556 Intermediate Similarity NPD4822 Approved
0.7551 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD5363 Approved
0.7526 Intermediate Similarity NPD5778 Approved
0.7526 Intermediate Similarity NPD5779 Approved
0.75 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5362 Discontinued
0.7391 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6435 Approved
0.7383 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4251 Approved
0.7368 Intermediate Similarity NPD4250 Approved
0.7333 Intermediate Similarity NPD4271 Approved
0.7333 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4268 Approved
0.7327 Intermediate Similarity NPD4225 Approved
0.7263 Intermediate Similarity NPD4249 Approved
0.7255 Intermediate Similarity NPD7639 Approved
0.7255 Intermediate Similarity NPD6648 Approved
0.7255 Intermediate Similarity NPD7640 Approved
0.7216 Intermediate Similarity NPD1695 Approved
0.7207 Intermediate Similarity NPD7115 Discovery
0.7204 Intermediate Similarity NPD4269 Approved
0.7204 Intermediate Similarity NPD4270 Approved
0.7196 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD5368 Approved
0.7158 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD7638 Approved
0.7156 Intermediate Similarity NPD6053 Discontinued
0.7097 Intermediate Similarity NPD5369 Approved
0.7083 Intermediate Similarity NPD5786 Approved
0.6989 Remote Similarity NPD4252 Approved
0.6979 Remote Similarity NPD1694 Approved
0.6961 Remote Similarity NPD7839 Suspended
0.6947 Remote Similarity NPD5331 Approved
0.6947 Remote Similarity NPD5332 Approved
0.6931 Remote Similarity NPD5282 Discontinued
0.6915 Remote Similarity NPD4790 Discontinued
0.69 Remote Similarity NPD7637 Suspended
0.6875 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6101 Approved
0.6869 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7507 Approved
0.6842 Remote Similarity NPD5209 Approved
0.6818 Remote Similarity NPD5955 Clinical (unspecified phase)
0.681 Remote Similarity NPD8517 Approved
0.681 Remote Similarity NPD8516 Approved
0.681 Remote Similarity NPD8515 Approved
0.681 Remote Similarity NPD8513 Phase 3
0.6789 Remote Similarity NPD6881 Approved
0.6789 Remote Similarity NPD6899 Approved
0.6744 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6733 Remote Similarity NPD6411 Approved
0.6731 Remote Similarity NPD6083 Phase 2
0.6731 Remote Similarity NPD6084 Phase 2
0.6697 Remote Similarity NPD6412 Phase 2
0.6697 Remote Similarity NPD5697 Approved
0.6696 Remote Similarity NPD8297 Approved
0.6694 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6637 Remote Similarity NPD4632 Approved
0.6636 Remote Similarity NPD7632 Discontinued
0.663 Remote Similarity NPD8039 Approved
0.6628 Remote Similarity NPD3197 Phase 1
0.6607 Remote Similarity NPD6847 Approved
0.6607 Remote Similarity NPD8130 Phase 1
0.6607 Remote Similarity NPD6650 Approved
0.6607 Remote Similarity NPD6869 Approved
0.6607 Remote Similarity NPD6617 Approved
0.6607 Remote Similarity NPD6649 Approved
0.6606 Remote Similarity NPD6675 Approved
0.6606 Remote Similarity NPD7128 Approved
0.6606 Remote Similarity NPD6402 Approved
0.6606 Remote Similarity NPD5739 Approved
0.6598 Remote Similarity NPD6110 Phase 1
0.6581 Remote Similarity NPD6319 Approved
0.6577 Remote Similarity NPD6012 Approved
0.6577 Remote Similarity NPD6014 Approved
0.6577 Remote Similarity NPD6013 Approved
0.6552 Remote Similarity NPD7328 Approved
0.6552 Remote Similarity NPD7327 Approved
0.6549 Remote Similarity NPD6882 Approved
0.6545 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5695 Phase 3
0.6531 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6529 Remote Similarity NPD8074 Phase 3
0.6525 Remote Similarity NPD7503 Approved
0.6505 Remote Similarity NPD6399 Phase 3
0.65 Remote Similarity NPD7524 Approved
0.6496 Remote Similarity NPD7516 Approved
0.6486 Remote Similarity NPD7320 Approved
0.6486 Remote Similarity NPD6011 Approved
0.6486 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6481 Remote Similarity NPD5211 Phase 2
0.6457 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6446 Remote Similarity NPD8273 Phase 1
0.6442 Remote Similarity NPD7748 Approved
0.6441 Remote Similarity NPD8377 Approved
0.6441 Remote Similarity NPD8294 Approved
0.6429 Remote Similarity NPD6695 Phase 3
0.6429 Remote Similarity NPD6372 Approved
0.6429 Remote Similarity NPD6373 Approved
0.6422 Remote Similarity NPD6647 Phase 2
0.6417 Remote Similarity NPD7829 Approved
0.6417 Remote Similarity NPD7642 Approved
0.6417 Remote Similarity NPD7830 Approved
0.6415 Remote Similarity NPD7902 Approved
0.6408 Remote Similarity NPD7515 Phase 2
0.6404 Remote Similarity NPD4247 Clinical (unspecified phase)
0.64 Remote Similarity NPD7334 Approved
0.64 Remote Similarity NPD7521 Approved
0.64 Remote Similarity NPD6409 Approved
0.64 Remote Similarity NPD6684 Approved
0.64 Remote Similarity NPD5330 Approved
0.64 Remote Similarity NPD7146 Approved
0.6396 Remote Similarity NPD5701 Approved
0.6387 Remote Similarity NPD8033 Approved
0.6387 Remote Similarity NPD8335 Approved
0.6387 Remote Similarity NPD8379 Approved
0.6387 Remote Similarity NPD8380 Approved
0.6387 Remote Similarity NPD8296 Approved
0.6387 Remote Similarity NPD8378 Approved
0.6373 Remote Similarity NPD5370 Suspended
0.6372 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD7492 Approved
0.6364 Remote Similarity NPD5141 Approved
0.6355 Remote Similarity NPD5696 Approved
0.6348 Remote Similarity NPD8133 Approved
0.6327 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6009 Approved
0.6325 Remote Similarity NPD7505 Discontinued
0.6321 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4756 Discovery
0.6316 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6616 Approved
0.6303 Remote Similarity NPD6054 Approved
0.6296 Remote Similarity NPD4696 Approved
0.6296 Remote Similarity NPD5286 Approved
0.6296 Remote Similarity NPD5285 Approved
0.6292 Remote Similarity NPD7331 Phase 2
0.6281 Remote Similarity NPD7604 Phase 2
0.6279 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6275 Remote Similarity NPD6672 Approved
0.6275 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5737 Approved
0.6275 Remote Similarity NPD6903 Approved
0.6271 Remote Similarity NPD7641 Discontinued
0.626 Remote Similarity NPD7078 Approved
0.625 Remote Similarity NPD6685 Approved
0.625 Remote Similarity NPD6079 Approved
0.625 Remote Similarity NPD5284 Approved
0.625 Remote Similarity NPD5983 Phase 2
0.625 Remote Similarity NPD5693 Phase 1
0.625 Remote Similarity NPD4810 Clinical (unspecified phase)
0.625 Remote Similarity NPD5281 Approved
0.6238 Remote Similarity NPD4519 Discontinued
0.6238 Remote Similarity NPD4623 Approved
0.6228 Remote Similarity NPD6421 Discontinued
0.6226 Remote Similarity NPD4629 Approved
0.6226 Remote Similarity NPD5210 Approved
0.6218 Remote Similarity NPD7101 Approved
0.6218 Remote Similarity NPD7100 Approved
0.6214 Remote Similarity NPD4753 Phase 2
0.621 Remote Similarity NPD7736 Approved
0.62 Remote Similarity NPD3666 Approved
0.62 Remote Similarity NPD3665 Phase 1
0.62 Remote Similarity NPD3133 Approved
0.6198 Remote Similarity NPD6370 Approved
0.619 Remote Similarity NPD7260 Phase 2
0.6186 Remote Similarity NPD7500 Approved
0.6182 Remote Similarity NPD5226 Approved
0.6182 Remote Similarity NPD5225 Approved
0.6182 Remote Similarity NPD4633 Approved
0.6182 Remote Similarity NPD5224 Approved
0.618 Remote Similarity NPD7341 Phase 2
0.6179 Remote Similarity NPD6336 Discontinued
0.6179 Remote Similarity NPD8451 Approved
0.6176 Remote Similarity NPD7750 Discontinued
0.6174 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6335 Approved
0.6132 Remote Similarity NPD7900 Approved
0.6132 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6129 Remote Similarity NPD8448 Approved

Structure

External Identifiers

PubChem CID   44421682
ChEMBL   CHEMBL436533
ZINC  

Physicochemical Properties

Molecular Weight:  352.22
ALogP:  0.2844
MLogP:  3.11
XLogP:  3.411
# Rotatable Bonds:  8
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  25

Download Data

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