Natural Product: NPC93352

Natural Product ID:  NPC93352
Common Name:   Karaviloside I
IUPAC Name:   (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,7S,8R,9S,10S,13R,14S,17R)-7-methoxy-17-[(2R,4S)-4-methoxy-6-methylhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
Synonyms:   Karaviloside I
Molecular Formula:   C38H64O8
Standard InCHIKey:  AXVNDLMNNLLGAJ-MZDADNFFSA-N
Standard InCHI:  InChI=1S/C38H64O8/c1-21(2)17-23(43-9)18-22(3)24-13-14-38(8)33-27(44-10)19-26-25(36(33,6)15-16-37(24,38)7)11-12-29(35(26,4)5)46-34-32(42)31(41)30(40)28(20-39)45-34/h17,19,22-25,27-34,39-42H,11-16,18,20H2,1-10H3/t22-,23-,24-,25-,27+,28-,29+,30-,31+,32-,33-,34+,36+,37-,38+/m1/s1
Canonical SMILES:  CO[C@@H](C[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2[C@@H](OC)C=C2[C@H]1CC[C@@H](C2(C)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C)C)C)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
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota PMID[17685651]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 39.2 % 23398362
NPT80 Cell Line Raji Homo sapiens Activity = 70 % 18321710
NPT2 Others Unspecified Inhibition = 100 % 18077425
NPT2 Others Unspecified Inhibition = 16.1 % 19349520
NPT2 Others Unspecified Inhibition = 83.7 % 8946743

  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 NPC93352 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
0.9796 High Similarity NPC33053
0.9592 High Similarity NPC75608
0.9485 High Similarity NPC470434
0.9485 High Similarity NPC285231
0.9485 High Similarity NPC21568
0.9406 High Similarity NPC157530
0.9406 High Similarity NPC250089
0.9406 High Similarity NPC14630
0.9406 High Similarity NPC472901
0.9381 High Similarity NPC469942
0.9375 High Similarity NPC243728
0.9375 High Similarity NPC473890
0.9314 High Similarity NPC103627
0.9314 High Similarity NPC191439
0.9314 High Similarity NPC170974
0.93 High Similarity NPC472900
0.93 High Similarity NPC472898
0.93 High Similarity NPC472899
0.9293 High Similarity NPC473198
0.9278 High Similarity NPC158088
0.9223 High Similarity NPC472987
0.9223 High Similarity NPC13190
0.9223 High Similarity NPC473021
0.9216 High Similarity NPC28844
0.9216 High Similarity NPC473328
0.9216 High Similarity NPC473318
0.92 High Similarity NPC221562
0.92 High Similarity NPC470885
0.92 High Similarity NPC187400
0.9192 High Similarity NPC272015
0.9192 High Similarity NPC136816
0.9184 High Similarity NPC282669
0.9184 High Similarity NPC473200
0.9184 High Similarity NPC7341
0.9135 High Similarity NPC112274
0.9135 High Similarity NPC231797
0.9135 High Similarity NPC473567
0.9135 High Similarity NPC216595
0.9126 High Similarity NPC65155
0.9109 High Similarity NPC309448
0.9109 High Similarity NPC473923
0.9109 High Similarity NPC473476
0.9109 High Similarity NPC242748
0.91 High Similarity NPC473124
0.91 High Similarity NPC473123
0.9091 High Similarity NPC4831
0.9091 High Similarity NPC472023
0.9091 High Similarity NPC309425
0.9091 High Similarity NPC160734
0.9091 High Similarity NPC88000
0.9091 High Similarity NPC129372
0.9091 High Similarity NPC267510
0.9091 High Similarity NPC47566
0.9082 High Similarity NPC234287
0.9082 High Similarity NPC280825
0.9072 High Similarity NPC207617
0.9057 High Similarity NPC207637
0.9048 High Similarity NPC51154
0.9038 High Similarity NPC65034
0.9038 High Similarity NPC208189
0.902 High Similarity NPC190395
0.902 High Similarity NPC231340
0.902 High Similarity NPC226642
0.901 High Similarity NPC473127
0.901 High Similarity NPC203354
0.901 High Similarity NPC110656
0.9 High Similarity NPC312553
0.9 High Similarity NPC159036
0.9 High Similarity NPC288694
0.899 High Similarity NPC64348
0.8962 High Similarity NPC11548
0.8952 High Similarity NPC42171
0.8942 High Similarity NPC141433
0.8932 High Similarity NPC476541
0.8932 High Similarity NPC472897
0.8932 High Similarity NPC476539
0.8932 High Similarity NPC476540
0.8932 High Similarity NPC476538
0.8932 High Similarity NPC472896
0.8922 High Similarity NPC181845
0.8922 High Similarity NPC474569
0.8911 High Similarity NPC31907
0.8911 High Similarity NPC472252
0.8911 High Similarity NPC157659
0.8911 High Similarity NPC286969
0.8911 High Similarity NPC155010
0.8911 High Similarity NPC473020
0.8911 High Similarity NPC189852
0.8911 High Similarity NPC245280
0.8911 High Similarity NPC213190
0.8911 High Similarity NPC114874
0.8911 High Similarity NPC16520
0.8911 High Similarity NPC8039
0.8911 High Similarity NPC211879
0.8911 High Similarity NPC120123
0.8911 High Similarity NPC16573
0.8911 High Similarity NPC131479
0.8889 High Similarity NPC45475
0.8879 High Similarity NPC148965
0.8879 High Similarity NPC477030
0.8879 High Similarity NPC477029
0.8866 High Similarity NPC477927
0.8866 High Similarity NPC72817
0.8846 High Similarity NPC475670
0.8846 High Similarity NPC477026
0.8846 High Similarity NPC302057
0.8846 High Similarity NPC306131
0.8846 High Similarity NPC477027
0.8846 High Similarity NPC70204
0.8835 High Similarity NPC470432
0.8835 High Similarity NPC305423
0.8835 High Similarity NPC94272
0.8835 High Similarity NPC283829
0.8835 High Similarity NPC473469
0.8835 High Similarity NPC230507
0.8835 High Similarity NPC113044
0.8835 High Similarity NPC161676
0.8835 High Similarity NPC281939
0.8835 High Similarity NPC14704
0.8824 High Similarity NPC165033
0.8824 High Similarity NPC273879
0.8812 High Similarity NPC154452
0.8796 High Similarity NPC203862
0.8788 High Similarity NPC240372
0.8774 High Similarity NPC475354
0.8762 High Similarity NPC52241
0.8762 High Similarity NPC475317
0.8762 High Similarity NPC154856
0.8762 High Similarity NPC472717
0.875 High Similarity NPC7213
0.875 High Similarity NPC38376
0.875 High Similarity NPC80210
0.875 High Similarity NPC295980
0.875 High Similarity NPC98696
0.875 High Similarity NPC235824
0.8738 High Similarity NPC208594
0.8738 High Similarity NPC152584
0.8738 High Similarity NPC269627
0.8738 High Similarity NPC473199
0.8738 High Similarity NPC160816
0.8738 High Similarity NPC194842
0.8738 High Similarity NPC208477
0.8738 High Similarity NPC127801
0.8738 High Similarity NPC69737
0.8738 High Similarity NPC26798
0.8725 High Similarity NPC471885
0.8725 High Similarity NPC471887
0.8725 High Similarity NPC162354
0.8725 High Similarity NPC474124
0.8725 High Similarity NPC471888
0.8725 High Similarity NPC471886
0.8716 High Similarity NPC475403
0.8716 High Similarity NPC160888
0.8713 High Similarity NPC121072
0.8713 High Similarity NPC21064
0.8713 High Similarity NPC176406
0.8704 High Similarity NPC146652
0.87 High Similarity NPC5358
0.87 High Similarity NPC476895
0.87 High Similarity NPC216260
0.8692 High Similarity NPC307642
0.8692 High Similarity NPC469348
0.8692 High Similarity NPC469347
0.8687 High Similarity NPC472989
0.8687 High Similarity NPC90583
0.8679 High Similarity NPC475247
0.8679 High Similarity NPC472715
0.8679 High Similarity NPC114188
0.8679 High Similarity NPC294129
0.8679 High Similarity NPC197231
0.8673 High Similarity NPC305160
0.8667 High Similarity NPC232054
0.8667 High Similarity NPC475550
0.8667 High Similarity NPC42482
0.8667 High Similarity NPC194207
0.8667 High Similarity NPC195116
0.8667 High Similarity NPC248746
0.8667 High Similarity NPC171073
0.8667 High Similarity NPC300557
0.8667 High Similarity NPC208383
0.8667 High Similarity NPC46190
0.8667 High Similarity NPC470433
0.8667 High Similarity NPC40440
0.8667 High Similarity NPC475333
0.8667 High Similarity NPC285253
0.8667 High Similarity NPC6806
0.8667 High Similarity NPC221110
0.8667 High Similarity NPC84956
0.8667 High Similarity NPC180459
0.8667 High Similarity NPC73243
0.8667 High Similarity NPC102016
0.8667 High Similarity NPC218571
0.8667 High Similarity NPC22779
0.8667 High Similarity NPC128133
0.8667 High Similarity NPC224098
0.8667 High Similarity NPC150372
0.8667 High Similarity NPC244086
0.8667 High Similarity NPC249265
0.8667 High Similarity NPC477809
0.8667 High Similarity NPC95051

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC93352 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
0.8482 Intermediate Similarity NPD8033 Approved
0.8393 Intermediate Similarity NPD8377 Approved
0.8393 Intermediate Similarity NPD8294 Approved
0.8378 Intermediate Similarity NPD7328 Approved
0.8378 Intermediate Similarity NPD7327 Approved
0.8319 Intermediate Similarity NPD8296 Approved
0.8319 Intermediate Similarity NPD8335 Approved
0.8319 Intermediate Similarity NPD8380 Approved
0.8319 Intermediate Similarity NPD8379 Approved
0.8319 Intermediate Similarity NPD8378 Approved
0.8304 Intermediate Similarity NPD7516 Approved
0.8158 Intermediate Similarity NPD7503 Approved
0.7963 Intermediate Similarity NPD6412 Phase 2
0.789 Intermediate Similarity NPD6686 Approved
0.7881 Intermediate Similarity NPD7507 Approved
0.7699 Intermediate Similarity NPD8133 Approved
0.7686 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7524 Approved
0.7333 Intermediate Similarity NPD8171 Discontinued
0.7315 Intermediate Similarity NPD7638 Approved
0.7248 Intermediate Similarity NPD7640 Approved
0.7248 Intermediate Similarity NPD7639 Approved
0.7228 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD8449 Approved
0.7203 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6942 Approved
0.7188 Intermediate Similarity NPD7339 Approved
0.7172 Intermediate Similarity NPD7525 Registered
0.7165 Intermediate Similarity NPD8450 Suspended
0.7131 Intermediate Similarity NPD8328 Phase 3
0.7129 Intermediate Similarity NPD6695 Phase 3
0.7107 Intermediate Similarity NPD8513 Phase 3
0.7107 Intermediate Similarity NPD8517 Approved
0.7107 Intermediate Similarity NPD8516 Approved
0.7107 Intermediate Similarity NPD8515 Approved
0.7059 Intermediate Similarity NPD7115 Discovery
0.7049 Intermediate Similarity NPD6370 Approved
0.704 Intermediate Similarity NPD7736 Approved
0.7019 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7750 Discontinued
0.696 Remote Similarity NPD8293 Discontinued
0.6939 Remote Similarity NPD3701 Clinical (unspecified phase)
0.69 Remote Similarity NPD7645 Phase 2
0.69 Remote Similarity NPD6929 Approved
0.6885 Remote Similarity NPD6054 Approved
0.6885 Remote Similarity NPD6059 Approved
0.6852 Remote Similarity NPD6399 Phase 3
0.6847 Remote Similarity NPD4225 Approved
0.6832 Remote Similarity NPD6930 Phase 2
0.6832 Remote Similarity NPD6931 Approved
0.678 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6768 Remote Similarity NPD6933 Approved
0.6752 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6731 Remote Similarity NPD4786 Approved
0.6729 Remote Similarity NPD6051 Approved
0.6726 Remote Similarity NPD4159 Approved
0.6723 Remote Similarity NPD6882 Approved
0.6723 Remote Similarity NPD8297 Approved
0.672 Remote Similarity NPD6067 Discontinued
0.67 Remote Similarity NPD5776 Phase 2
0.67 Remote Similarity NPD6925 Approved
0.6696 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6015 Approved
0.6694 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD7514 Phase 3
0.6667 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD6928 Phase 2
0.6667 Remote Similarity NPD7625 Phase 1
0.6667 Remote Similarity NPD7632 Discontinued
0.664 Remote Similarity NPD5988 Approved
0.6639 Remote Similarity NPD6009 Approved
0.6634 Remote Similarity NPD7145 Approved
0.6614 Remote Similarity NPD6616 Approved
0.6613 Remote Similarity NPD6319 Approved
0.6606 Remote Similarity NPD7087 Discontinued
0.6606 Remote Similarity NPD7637 Suspended
0.6602 Remote Similarity NPD6902 Approved
0.6579 Remote Similarity NPD5344 Discontinued
0.6571 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6926 Approved
0.6566 Remote Similarity NPD6924 Approved
0.6562 Remote Similarity NPD7078 Approved
0.6555 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3667 Approved
0.6535 Remote Similarity NPD6932 Approved
0.6529 Remote Similarity NPD4632 Approved
0.6514 Remote Similarity NPD6698 Approved
0.6514 Remote Similarity NPD7838 Discovery
0.6514 Remote Similarity NPD46 Approved
0.6509 Remote Similarity NPD6893 Approved
0.6505 Remote Similarity NPD7332 Phase 2
0.6496 Remote Similarity NPD7128 Approved
0.6496 Remote Similarity NPD6640 Phase 3
0.6496 Remote Similarity NPD5739 Approved
0.6496 Remote Similarity NPD6675 Approved
0.6496 Remote Similarity NPD6402 Approved
0.6471 Remote Similarity NPD6372 Approved
0.6471 Remote Similarity NPD6373 Approved
0.6455 Remote Similarity NPD8035 Phase 2
0.6455 Remote Similarity NPD8034 Phase 2
0.6446 Remote Similarity NPD6053 Discontinued
0.6434 Remote Similarity NPD8074 Phase 3
0.6422 Remote Similarity NPD5328 Approved
0.6408 Remote Similarity NPD6683 Phase 2
0.64 Remote Similarity NPD4784 Approved
0.64 Remote Similarity NPD4785 Approved
0.6387 Remote Similarity NPD6881 Approved
0.6387 Remote Similarity NPD7320 Approved
0.6387 Remote Similarity NPD6899 Approved
0.6387 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6385 Remote Similarity NPD6033 Approved
0.6378 Remote Similarity NPD5125 Phase 3
0.6378 Remote Similarity NPD5126 Approved
0.6364 Remote Similarity NPD6649 Approved
0.6364 Remote Similarity NPD7151 Approved
0.6364 Remote Similarity NPD6650 Approved
0.6364 Remote Similarity NPD4243 Approved
0.6364 Remote Similarity NPD7150 Approved
0.6364 Remote Similarity NPD8130 Phase 1
0.6364 Remote Similarity NPD7152 Approved
0.6339 Remote Similarity NPD7748 Approved
0.6327 Remote Similarity NPD6923 Approved
0.6327 Remote Similarity NPD6922 Approved
0.6316 Remote Similarity NPD6084 Phase 2
0.6316 Remote Similarity NPD4755 Approved
0.6316 Remote Similarity NPD6083 Phase 2
0.6316 Remote Similarity NPD7902 Approved
0.6306 Remote Similarity NPD6079 Approved
0.6303 Remote Similarity NPD5701 Approved
0.6303 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5697 Approved
0.6296 Remote Similarity NPD3618 Phase 1
0.6286 Remote Similarity NPD6898 Phase 1
0.6281 Remote Similarity NPD7290 Approved
0.6281 Remote Similarity NPD4634 Approved
0.6281 Remote Similarity NPD6883 Approved
0.6281 Remote Similarity NPD7102 Approved
0.6263 Remote Similarity NPD7144 Approved
0.6263 Remote Similarity NPD7143 Approved
0.625 Remote Similarity NPD4202 Approved
0.6239 Remote Similarity NPD5211 Phase 2
0.623 Remote Similarity NPD6847 Approved
0.623 Remote Similarity NPD6869 Approved
0.623 Remote Similarity NPD6617 Approved
0.622 Remote Similarity NPD7741 Discontinued
0.6218 Remote Similarity NPD6008 Approved
0.6216 Remote Similarity NPD3168 Discontinued
0.6207 Remote Similarity NPD6648 Approved
0.6207 Remote Similarity NPD5286 Approved
0.6207 Remote Similarity NPD4700 Approved
0.6207 Remote Similarity NPD4696 Approved
0.6207 Remote Similarity NPD5285 Approved
0.6204 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6202 Remote Similarity NPD7604 Phase 2
0.6198 Remote Similarity NPD6013 Approved
0.6198 Remote Similarity NPD6014 Approved
0.6198 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD4748 Discontinued
0.619 Remote Similarity NPD7509 Discontinued
0.6176 Remote Similarity NPD8264 Approved
0.6172 Remote Similarity NPD5983 Phase 2
0.6162 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7515 Phase 2
0.6154 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6134 Remote Similarity NPD5141 Approved
0.6126 Remote Similarity NPD4753 Phase 2
0.6119 Remote Similarity NPD7260 Phase 2
0.6116 Remote Similarity NPD6011 Approved
0.6111 Remote Similarity NPD3665 Phase 1
0.6111 Remote Similarity NPD3133 Approved
0.6111 Remote Similarity NPD3668 Phase 3
0.6111 Remote Similarity NPD3666 Approved
0.6107 Remote Similarity NPD6336 Discontinued
0.6102 Remote Similarity NPD5224 Approved
0.6102 Remote Similarity NPD5225 Approved
0.6102 Remote Similarity NPD4633 Approved
0.6102 Remote Similarity NPD5226 Approved
0.6098 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5222 Approved
0.6087 Remote Similarity NPD5221 Approved
0.6087 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4697 Phase 3
0.6083 Remote Similarity NPD4767 Approved
0.6083 Remote Similarity NPD4768 Approved
0.6078 Remote Similarity NPD1811 Approved
0.6078 Remote Similarity NPD1810 Approved
0.6053 Remote Similarity NPD7900 Approved
0.6053 Remote Similarity NPD7901 Clinical (unspecified phase)
0.605 Remote Similarity NPD5174 Approved
0.605 Remote Similarity NPD5175 Approved
0.6045 Remote Similarity NPD5956 Approved
0.6036 Remote Similarity NPD5737 Approved
0.6036 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6672 Approved
0.6034 Remote Similarity NPD5173 Approved
0.6033 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4190 Phase 3
0.6019 Remote Similarity NPD5275 Approved

Structure

External Identifiers

PubChem CID   44445582
ChEMBL   CHEMBL251069
ZINC  

Physicochemical Properties

Molecular Weight:  648.46
ALogP:  1.6005
MLogP:  4.76
XLogP:  7.247
# Rotatable Bonds:  23
Polar Surface Area:  117.84
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  46

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs