Natural Product: NPC212363

Natural Product ID:  NPC212363
Common Name:   Borreriagenin
IUPAC Name:   (3R,3aS,4S,6aR)-3,4,5-tris(hydroxymethyl)-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one
Synonyms:   Borreriagenin
Molecular Formula:   C10H14O5
Standard InCHIKey:  MOUZVDVFZGJOOS-XGEHTFHBSA-N
Standard InCHI:  InChI=1S/C10H14O5/c11-2-5-1-8-9(6(5)3-12)7(4-13)10(14)15-8/h1,6-9,11-13H,2-4H2/t6-,7+,8+,9+/m1/s1
Canonical SMILES:  OCC1=C[C@H]2[C@@H]([C@@H]1CO)[C@@H](C(=O)O2)CO
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
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota fruit PMID[15844957]
NPO2562 Thymus membranaceus Species Lamiaceae Eukaryota UNPD*
NPO19092 Morindae officinalis radix NA NA NA TCMSP*
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota TM-MC*
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 > 30000 nM 15844957
NPT2 Others Unspecified IC50 > 30000 nM 15844957

  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 NPC212363 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
0.8132 Intermediate Similarity NPC470010
0.8132 Intermediate Similarity NPC323008
0.8132 Intermediate Similarity NPC470013
0.8132 Intermediate Similarity NPC262133
0.8111 Intermediate Similarity NPC131209
0.8068 Intermediate Similarity NPC142583
0.7949 Intermediate Similarity NPC59442
0.7935 Intermediate Similarity NPC198853
0.7935 Intermediate Similarity NPC477131
0.7912 Intermediate Similarity NPC133698
0.7849 Intermediate Similarity NPC304886
0.7849 Intermediate Similarity NPC52044
0.7849 Intermediate Similarity NPC471142
0.7816 Intermediate Similarity NPC52923
0.7802 Intermediate Similarity NPC129419
0.7802 Intermediate Similarity NPC71533
0.7802 Intermediate Similarity NPC106510
0.7791 Intermediate Similarity NPC52861
0.7778 Intermediate Similarity NPC473715
0.7755 Intermediate Similarity NPC100487
0.7753 Intermediate Similarity NPC478112
0.7742 Intermediate Similarity NPC475927
0.7742 Intermediate Similarity NPC475832
0.7732 Intermediate Similarity NPC86077
0.7732 Intermediate Similarity NPC250545
0.7727 Intermediate Similarity NPC158756
0.7727 Intermediate Similarity NPC32676
0.7717 Intermediate Similarity NPC300312
0.7717 Intermediate Similarity NPC261607
0.7717 Intermediate Similarity NPC111114
0.7717 Intermediate Similarity NPC475925
0.7701 Intermediate Similarity NPC89555
0.7701 Intermediate Similarity NPC229825
0.7692 Intermediate Similarity NPC38392
0.7692 Intermediate Similarity NPC268298
0.7692 Intermediate Similarity NPC295312
0.7684 Intermediate Similarity NPC161493
0.7677 Intermediate Similarity NPC243998
0.7667 Intermediate Similarity NPC237540
0.766 Intermediate Similarity NPC67584
0.766 Intermediate Similarity NPC477922
0.766 Intermediate Similarity NPC170120
0.764 Intermediate Similarity NPC470755
0.7634 Intermediate Similarity NPC475912
0.7634 Intermediate Similarity NPC135776
0.7614 Intermediate Similarity NPC473390
0.7614 Intermediate Similarity NPC188717
0.7614 Intermediate Similarity NPC211455
0.7614 Intermediate Similarity NPC131669
0.7609 Intermediate Similarity NPC19087
0.7609 Intermediate Similarity NPC475855
0.7604 Intermediate Similarity NPC141191
0.7604 Intermediate Similarity NPC221615
0.7586 Intermediate Similarity NPC24417
0.7582 Intermediate Similarity NPC476803
0.7582 Intermediate Similarity NPC476805
0.7582 Intermediate Similarity NPC475819
0.7582 Intermediate Similarity NPC91248
0.7579 Intermediate Similarity NPC477921
0.7579 Intermediate Similarity NPC213078
0.7579 Intermediate Similarity NPC230800
0.7576 Intermediate Similarity NPC203659
0.7556 Intermediate Similarity NPC187661
0.7556 Intermediate Similarity NPC278283
0.7556 Intermediate Similarity NPC469910
0.7551 Intermediate Similarity NPC310804
0.7551 Intermediate Similarity NPC261117
0.7528 Intermediate Similarity NPC191476
0.7528 Intermediate Similarity NPC114979
0.7528 Intermediate Similarity NPC476804
0.7527 Intermediate Similarity NPC184063
0.7527 Intermediate Similarity NPC473321
0.7526 Intermediate Similarity NPC288876
0.75 Intermediate Similarity NPC87306
0.75 Intermediate Similarity NPC169205
0.75 Intermediate Similarity NPC473564
0.75 Intermediate Similarity NPC32922
0.75 Intermediate Similarity NPC223450
0.75 Intermediate Similarity NPC471462
0.75 Intermediate Similarity NPC166115
0.75 Intermediate Similarity NPC478110
0.7475 Intermediate Similarity NPC110989
0.7474 Intermediate Similarity NPC36954
0.7474 Intermediate Similarity NPC213698
0.7474 Intermediate Similarity NPC275960
0.7474 Intermediate Similarity NPC193645
0.7474 Intermediate Similarity NPC48803
0.7474 Intermediate Similarity NPC270013
0.7474 Intermediate Similarity NPC14961
0.7474 Intermediate Similarity NPC90121
0.7473 Intermediate Similarity NPC160138
0.7449 Intermediate Similarity NPC298255
0.7449 Intermediate Similarity NPC28304
0.7449 Intermediate Similarity NPC150923
0.7449 Intermediate Similarity NPC171759
0.7447 Intermediate Similarity NPC475838
0.7447 Intermediate Similarity NPC179746
0.7447 Intermediate Similarity NPC228451
0.7447 Intermediate Similarity NPC81419
0.7447 Intermediate Similarity NPC125674
0.7444 Intermediate Similarity NPC21469
0.7444 Intermediate Similarity NPC165162
0.7444 Intermediate Similarity NPC255307
0.7423 Intermediate Similarity NPC471144
0.7419 Intermediate Similarity NPC37607
0.7419 Intermediate Similarity NPC473455
0.7419 Intermediate Similarity NPC144133
0.7419 Intermediate Similarity NPC179394
0.7419 Intermediate Similarity NPC473619
0.7419 Intermediate Similarity NPC474232
0.7419 Intermediate Similarity NPC301969
0.7416 Intermediate Similarity NPC116543
0.7416 Intermediate Similarity NPC40746
0.7416 Intermediate Similarity NPC250315
0.7416 Intermediate Similarity NPC128246
0.7416 Intermediate Similarity NPC169575
0.7412 Intermediate Similarity NPC68819
0.74 Intermediate Similarity NPC474917
0.74 Intermediate Similarity NPC86095
0.7396 Intermediate Similarity NPC476315
0.7396 Intermediate Similarity NPC473859
0.7396 Intermediate Similarity NPC185553
0.7391 Intermediate Similarity NPC207114
0.7391 Intermediate Similarity NPC217983
0.7391 Intermediate Similarity NPC202672
0.7386 Intermediate Similarity NPC470241
0.7381 Intermediate Similarity NPC476590
0.7381 Intermediate Similarity NPC114727
0.7374 Intermediate Similarity NPC225353
0.7368 Intermediate Similarity NPC474338
0.7368 Intermediate Similarity NPC474035
0.7368 Intermediate Similarity NPC474247
0.7368 Intermediate Similarity NPC57405
0.7368 Intermediate Similarity NPC167219
0.7368 Intermediate Similarity NPC81386
0.7368 Intermediate Similarity NPC303942
0.7368 Intermediate Similarity NPC127019
0.7363 Intermediate Similarity NPC475461
0.7363 Intermediate Similarity NPC305475
0.7356 Intermediate Similarity NPC89128
0.7356 Intermediate Similarity NPC98557
0.7356 Intermediate Similarity NPC167881
0.7353 Intermediate Similarity NPC475960
0.7347 Intermediate Similarity NPC22149
0.7347 Intermediate Similarity NPC255677
0.7347 Intermediate Similarity NPC306344
0.734 Intermediate Similarity NPC208886
0.734 Intermediate Similarity NPC9447
0.734 Intermediate Similarity NPC184463
0.734 Intermediate Similarity NPC12172
0.734 Intermediate Similarity NPC30515
0.7333 Intermediate Similarity NPC141193
0.7333 Intermediate Similarity NPC224386
0.7333 Intermediate Similarity NPC165287
0.7333 Intermediate Similarity NPC194859
0.7333 Intermediate Similarity NPC96259
0.7327 Intermediate Similarity NPC179891
0.7326 Intermediate Similarity NPC7563
0.7326 Intermediate Similarity NPC320630
0.7326 Intermediate Similarity NPC116177
0.732 Intermediate Similarity NPC108475
0.732 Intermediate Similarity NPC213947
0.732 Intermediate Similarity NPC170143
0.7312 Intermediate Similarity NPC4986
0.7312 Intermediate Similarity NPC474032
0.7312 Intermediate Similarity NPC215556
0.73 Intermediate Similarity NPC475945
0.73 Intermediate Similarity NPC124881
0.73 Intermediate Similarity NPC475871
0.7292 Intermediate Similarity NPC220221
0.7292 Intermediate Similarity NPC469873
0.7292 Intermediate Similarity NPC475659
0.7283 Intermediate Similarity NPC473248
0.7283 Intermediate Similarity NPC316629
0.7263 Intermediate Similarity NPC475302
0.7263 Intermediate Similarity NPC288240
0.7263 Intermediate Similarity NPC295204
0.7263 Intermediate Similarity NPC212486
0.7263 Intermediate Similarity NPC162205
0.7263 Intermediate Similarity NPC273579
0.7263 Intermediate Similarity NPC476300
0.7255 Intermediate Similarity NPC26617
0.7253 Intermediate Similarity NPC78089
0.7245 Intermediate Similarity NPC473326
0.7245 Intermediate Similarity NPC187268
0.7241 Intermediate Similarity NPC108816
0.7241 Intermediate Similarity NPC127526
0.7241 Intermediate Similarity NPC93763
0.7241 Intermediate Similarity NPC196653
0.7241 Intermediate Similarity NPC471465
0.7238 Intermediate Similarity NPC258711
0.7238 Intermediate Similarity NPC35069
0.7234 Intermediate Similarity NPC476004
0.7234 Intermediate Similarity NPC474761
0.7234 Intermediate Similarity NPC216284
0.7234 Intermediate Similarity NPC246173
0.7234 Intermediate Similarity NPC51004
0.7234 Intermediate Similarity NPC469368
0.7228 Intermediate Similarity NPC220964
0.7228 Intermediate Similarity NPC475676

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC212363 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
0.7474 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD4249 Approved
0.7312 Intermediate Similarity NPD1695 Approved
0.7283 Intermediate Similarity NPD4250 Approved
0.7283 Intermediate Similarity NPD4251 Approved
0.7255 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD6371 Approved
0.7033 Intermediate Similarity NPD5362 Discontinued
0.6979 Remote Similarity NPD7983 Approved
0.6907 Remote Similarity NPD5778 Approved
0.6907 Remote Similarity NPD5779 Approved
0.6889 Remote Similarity NPD4252 Approved
0.6889 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6882 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7154 Phase 3
0.6809 Remote Similarity NPD5786 Approved
0.6804 Remote Similarity NPD7637 Suspended
0.6739 Remote Similarity NPD4269 Approved
0.6739 Remote Similarity NPD4270 Approved
0.6701 Remote Similarity NPD6698 Approved
0.6701 Remote Similarity NPD5785 Approved
0.6701 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD4271 Approved
0.6667 Remote Similarity NPD4268 Approved
0.663 Remote Similarity NPD4790 Discontinued
0.6606 Remote Similarity NPD6053 Discontinued
0.6569 Remote Similarity NPD4225 Approved
0.6526 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6526 Remote Similarity NPD5363 Approved
0.6522 Remote Similarity NPD4822 Approved
0.6522 Remote Similarity NPD4819 Approved
0.6522 Remote Similarity NPD4821 Approved
0.6522 Remote Similarity NPD4820 Approved
0.6489 Remote Similarity NPD5332 Approved
0.6489 Remote Similarity NPD5331 Approved
0.6484 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5369 Approved
0.6383 Remote Similarity NPD6435 Approved
0.6373 Remote Similarity NPD7839 Suspended
0.6364 Remote Similarity NPD2204 Approved
0.6364 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7838 Discovery
0.6346 Remote Similarity NPD7639 Approved
0.6346 Remote Similarity NPD7640 Approved
0.6293 Remote Similarity NPD8515 Approved
0.6293 Remote Similarity NPD8513 Phase 3
0.6293 Remote Similarity NPD8516 Approved
0.6293 Remote Similarity NPD8517 Approved
0.6279 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6263 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6101 Approved
0.625 Remote Similarity NPD7638 Approved
0.6211 Remote Similarity NPD5209 Approved
0.617 Remote Similarity NPD5368 Approved
0.6146 Remote Similarity NPD6110 Phase 1
0.6139 Remote Similarity NPD6411 Approved
0.61 Remote Similarity NPD5370 Suspended
0.6095 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6686 Approved
0.6087 Remote Similarity NPD7115 Discovery
0.6078 Remote Similarity NPD6399 Phase 3
0.6033 Remote Similarity NPD8074 Phase 3
0.5981 Remote Similarity NPD5344 Discontinued
0.598 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5935 Remote Similarity NPD7319 Approved
0.5918 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6008 Approved
0.5859 Remote Similarity NPD1694 Approved
0.582 Remote Similarity NPD7507 Approved
0.5816 Remote Similarity NPD6695 Phase 3
0.578 Remote Similarity NPD7632 Discontinued
0.5758 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5755 Remote Similarity NPD4228 Discovery
0.5741 Remote Similarity NPD6648 Approved
0.5738 Remote Similarity NPD7492 Approved
0.5714 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6616 Approved
0.567 Remote Similarity NPD7332 Phase 2
0.5667 Remote Similarity NPD6059 Approved
0.5667 Remote Similarity NPD6054 Approved
0.5667 Remote Similarity NPD6319 Approved
0.5664 Remote Similarity NPD7320 Approved
0.5664 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5645 Remote Similarity NPD8293 Discontinued
0.5645 Remote Similarity NPD7078 Approved
0.5625 Remote Similarity NPD6675 Approved
0.5625 Remote Similarity NPD5739 Approved
0.5625 Remote Similarity NPD7128 Approved
0.5625 Remote Similarity NPD6402 Approved
0.5625 Remote Similarity NPD5048 Discontinued
0.562 Remote Similarity NPD6015 Approved
0.562 Remote Similarity NPD6016 Approved
0.5614 Remote Similarity NPD6373 Approved
0.5614 Remote Similarity NPD6372 Approved
0.5614 Remote Similarity NPD4061 Clinical (unspecified phase)
0.56 Remote Similarity NPD7736 Approved

Structure

External Identifiers

PubChem CID   44583980
ChEMBL   CHEMBL509602
ZINC  

Physicochemical Properties

Molecular Weight:  214.08
ALogP:  -1.9723
MLogP:  2.01
XLogP:  -1.691
# Rotatable Bonds:  6
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  15

Download Data

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Similar NPs/Drugs