Natural Product: NPC253115

Natural Product ID:  NPC253115
Common Name:   Rubiarbonol G
IUPAC Name:   [(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-6,9-dihydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-1-yl] acetate
Synonyms:   Rubiarbonol G
Molecular Formula:   C32H52O5
Standard InCHIKey:  IPFJEJXCPFOYQR-CRBXCGNKSA-N
Standard InCHI:  InChI=1S/C32H52O5/c1-18(2)21-15-23(37-19(3)34)27-31(8)12-9-20-26(30(31,7)13-14-32(21,27)17-33)22(35)16-24-28(4,5)25(36)10-11-29(20,24)6/h9,18,21-27,33,35-36H,10-17H2,1-8H3/t21-,22-,23+,24-,25-,26-,27+,29+,30-,31+,32+/m0/s1
Canonical SMILES:  OC[C@]12CC[C@@]3([C@]([C@H]2[C@@H](C[C@H]1C(C)C)OC(=O)C)(C)CC=C1[C@H]3[C@@H](O)C[C@@H]2[C@]1(C)CC[C@@H](C2(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
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota roots PMID[21973054]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota Root PMID[21973054]
NPO16607 Rubia yunnanensis Species Rubiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 7000 nM 21973054
NPT165 Cell Line HeLa Homo sapiens IC50 = 2200 nM 21973054
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC50 > 25000 nM 21973054
NPT20 Organism Candida albicans Candida albicans MIC50 = 10800 nM 21973054

  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 NPC253115 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 NPC304899
0.9674 High Similarity NPC208358
0.957 High Similarity NPC155974
0.9444 High Similarity NPC473678
0.9247 High Similarity NPC475032
0.9247 High Similarity NPC475033
0.9175 High Similarity NPC231530
0.9175 High Similarity NPC278628
0.914 High Similarity NPC475178
0.9 High Similarity NPC470613
0.9 High Similarity NPC470612
0.899 High Similarity NPC94529
0.8989 High Similarity NPC24277
0.8989 High Similarity NPC474970
0.8936 High Similarity NPC276103
0.8936 High Similarity NPC54248
0.8925 High Similarity NPC474922
0.8764 High Similarity NPC124172
0.8764 High Similarity NPC209802
0.875 High Similarity NPC470068
0.8725 High Similarity NPC114188
0.871 High Similarity NPC234335
0.8696 High Similarity NPC105495
0.8696 High Similarity NPC473647
0.8673 High Similarity NPC476471
0.8673 High Similarity NPC475344
0.8652 High Similarity NPC110778
0.8632 High Similarity NPC279974
0.8627 High Similarity NPC197428
0.8617 High Similarity NPC26046
0.8602 High Similarity NPC53890
0.8602 High Similarity NPC219937
0.8602 High Similarity NPC123252
0.8602 High Similarity NPC194485
0.86 High Similarity NPC220217
0.86 High Similarity NPC119855
0.8587 High Similarity NPC160304
0.8587 High Similarity NPC470542
0.8586 High Similarity NPC474124
0.8586 High Similarity NPC160583
0.8571 High Similarity NPC222875
0.8571 High Similarity NPC25177
0.8571 High Similarity NPC295110
0.8571 High Similarity NPC247701
0.8571 High Similarity NPC475617
0.8571 High Similarity NPC268829
0.8571 High Similarity NPC84121
0.8571 High Similarity NPC137306
0.8571 High Similarity NPC470054
0.8558 High Similarity NPC144068
0.8557 High Similarity NPC102426
0.8557 High Similarity NPC470066
0.8557 High Similarity NPC470067
0.8557 High Similarity NPC300179
0.8557 High Similarity NPC119036
0.8556 High Similarity NPC475798
0.8556 High Similarity NPC299963
0.8556 High Similarity NPC127606
0.8542 High Similarity NPC471903
0.8539 High Similarity NPC1272
0.8539 High Similarity NPC472504
0.8539 High Similarity NPC470614
0.8526 High Similarity NPC3359
0.8511 High Similarity NPC130840
0.85 High Similarity NPC473543
0.8485 Intermediate Similarity NPC22388
0.8485 Intermediate Similarity NPC470053
0.8469 Intermediate Similarity NPC477971
0.8469 Intermediate Similarity NPC219285
0.8469 Intermediate Similarity NPC228251
0.8469 Intermediate Similarity NPC477972
0.8469 Intermediate Similarity NPC477968
0.8469 Intermediate Similarity NPC20113
0.8469 Intermediate Similarity NPC161527
0.8462 Intermediate Similarity NPC191965
0.8454 Intermediate Similarity NPC190554
0.8454 Intermediate Similarity NPC177818
0.8444 Intermediate Similarity NPC141941
0.8444 Intermediate Similarity NPC5280
0.8444 Intermediate Similarity NPC193870
0.8444 Intermediate Similarity NPC473742
0.8444 Intermediate Similarity NPC477818
0.8438 Intermediate Similarity NPC69548
0.8438 Intermediate Similarity NPC184848
0.8438 Intermediate Similarity NPC474727
0.8431 Intermediate Similarity NPC295980
0.8421 Intermediate Similarity NPC470376
0.8421 Intermediate Similarity NPC235126
0.8421 Intermediate Similarity NPC470375
0.8421 Intermediate Similarity NPC242419
0.8416 Intermediate Similarity NPC475571
0.8416 Intermediate Similarity NPC473199
0.8404 Intermediate Similarity NPC10274
0.8404 Intermediate Similarity NPC471896
0.84 Intermediate Similarity NPC97487
0.84 Intermediate Similarity NPC10232
0.84 Intermediate Similarity NPC187302
0.84 Intermediate Similarity NPC196471
0.84 Intermediate Similarity NPC140723
0.84 Intermediate Similarity NPC189588
0.84 Intermediate Similarity NPC473523
0.84 Intermediate Similarity NPC85742
0.84 Intermediate Similarity NPC472821
0.8384 Intermediate Similarity NPC476132
0.8384 Intermediate Similarity NPC474022
0.8384 Intermediate Similarity NPC289670
0.837 Intermediate Similarity NPC168231
0.837 Intermediate Similarity NPC201273
0.837 Intermediate Similarity NPC286153
0.8367 Intermediate Similarity NPC477813
0.8367 Intermediate Similarity NPC247233
0.8367 Intermediate Similarity NPC477876
0.8367 Intermediate Similarity NPC58942
0.8367 Intermediate Similarity NPC477854
0.8367 Intermediate Similarity NPC260149
0.8367 Intermediate Similarity NPC477875
0.8351 Intermediate Similarity NPC173272
0.8351 Intermediate Similarity NPC299654
0.8333 Intermediate Similarity NPC234160
0.8333 Intermediate Similarity NPC475781
0.8333 Intermediate Similarity NPC248886
0.8317 Intermediate Similarity NPC31430
0.8317 Intermediate Similarity NPC29705
0.8317 Intermediate Similarity NPC85593
0.8317 Intermediate Similarity NPC152966
0.8316 Intermediate Similarity NPC219516
0.8316 Intermediate Similarity NPC26888
0.8315 Intermediate Similarity NPC71535
0.8315 Intermediate Similarity NPC78545
0.8315 Intermediate Similarity NPC26117
0.83 Intermediate Similarity NPC154452
0.8283 Intermediate Similarity NPC473510
0.8283 Intermediate Similarity NPC146188
0.8283 Intermediate Similarity NPC254567
0.8283 Intermediate Similarity NPC476195
0.8283 Intermediate Similarity NPC474571
0.8283 Intermediate Similarity NPC15390
0.8283 Intermediate Similarity NPC251680
0.828 Intermediate Similarity NPC271967
0.8265 Intermediate Similarity NPC476879
0.8265 Intermediate Similarity NPC476878
0.8252 Intermediate Similarity NPC472988
0.8252 Intermediate Similarity NPC472218
0.8252 Intermediate Similarity NPC472219
0.8252 Intermediate Similarity NPC472217
0.8252 Intermediate Similarity NPC38217
0.8247 Intermediate Similarity NPC48330
0.8247 Intermediate Similarity NPC241047
0.8247 Intermediate Similarity NPC469599
0.8242 Intermediate Similarity NPC139206
0.8242 Intermediate Similarity NPC132386
0.8235 Intermediate Similarity NPC242748
0.8235 Intermediate Similarity NPC470056
0.8235 Intermediate Similarity NPC186668
0.8235 Intermediate Similarity NPC470055
0.8229 Intermediate Similarity NPC38232
0.8222 Intermediate Similarity NPC142163
0.8218 Intermediate Similarity NPC475334
0.8218 Intermediate Similarity NPC475701
0.8218 Intermediate Similarity NPC222153
0.8218 Intermediate Similarity NPC475623
0.8218 Intermediate Similarity NPC473694
0.8211 Intermediate Similarity NPC148414
0.8211 Intermediate Similarity NPC111585
0.8211 Intermediate Similarity NPC175628
0.8208 Intermediate Similarity NPC202889
0.8202 Intermediate Similarity NPC44083
0.8202 Intermediate Similarity NPC1319
0.8202 Intermediate Similarity NPC153987
0.82 Intermediate Similarity NPC96784
0.82 Intermediate Similarity NPC21064
0.82 Intermediate Similarity NPC121072
0.82 Intermediate Similarity NPC235920
0.82 Intermediate Similarity NPC176406
0.8191 Intermediate Similarity NPC2158
0.8191 Intermediate Similarity NPC475664
0.819 Intermediate Similarity NPC470748
0.8182 Intermediate Similarity NPC280825
0.8182 Intermediate Similarity NPC234287
0.8173 Intermediate Similarity NPC43976
0.8173 Intermediate Similarity NPC51925
0.8173 Intermediate Similarity NPC475030
0.8173 Intermediate Similarity NPC125361
0.8173 Intermediate Similarity NPC296761
0.8173 Intermediate Similarity NPC154085
0.8172 Intermediate Similarity NPC477668
0.8172 Intermediate Similarity NPC6605
0.8172 Intermediate Similarity NPC139724
0.8163 Intermediate Similarity NPC88009
0.8163 Intermediate Similarity NPC42042
0.8163 Intermediate Similarity NPC169270
0.8163 Intermediate Similarity NPC306797
0.8163 Intermediate Similarity NPC327179
0.8163 Intermediate Similarity NPC111834
0.8163 Intermediate Similarity NPC292718
0.8163 Intermediate Similarity NPC477853
0.8155 Intermediate Similarity NPC473469
0.8152 Intermediate Similarity NPC102048
0.8144 Intermediate Similarity NPC119562
0.8144 Intermediate Similarity NPC111015

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC253115 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
0.8367 Intermediate Similarity NPD7638 Approved
0.8283 Intermediate Similarity NPD7639 Approved
0.8283 Intermediate Similarity NPD7640 Approved
0.8111 Intermediate Similarity NPD7525 Registered
0.8041 Intermediate Similarity NPD6399 Phase 3
0.7938 Intermediate Similarity NPD8035 Phase 2
0.7938 Intermediate Similarity NPD8034 Phase 2
0.7885 Intermediate Similarity NPD6402 Approved
0.7885 Intermediate Similarity NPD5739 Approved
0.7885 Intermediate Similarity NPD7128 Approved
0.7885 Intermediate Similarity NPD6675 Approved
0.7865 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD8033 Approved
0.7778 Intermediate Similarity NPD7748 Approved
0.7768 Intermediate Similarity NPD8377 Approved
0.7768 Intermediate Similarity NPD8294 Approved
0.7753 Intermediate Similarity NPD7339 Approved
0.7753 Intermediate Similarity NPD6942 Approved
0.7748 Intermediate Similarity NPD7328 Approved
0.7748 Intermediate Similarity NPD7327 Approved
0.7736 Intermediate Similarity NPD7320 Approved
0.7736 Intermediate Similarity NPD6881 Approved
0.7736 Intermediate Similarity NPD6899 Approved
0.7723 Intermediate Similarity NPD7902 Approved
0.7714 Intermediate Similarity NPD6008 Approved
0.7699 Intermediate Similarity NPD8379 Approved
0.7699 Intermediate Similarity NPD8378 Approved
0.7699 Intermediate Similarity NPD8335 Approved
0.7699 Intermediate Similarity NPD8296 Approved
0.7699 Intermediate Similarity NPD8380 Approved
0.7685 Intermediate Similarity NPD8130 Phase 1
0.7684 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD7516 Approved
0.7664 Intermediate Similarity NPD6372 Approved
0.7664 Intermediate Similarity NPD6373 Approved
0.7642 Intermediate Similarity NPD5697 Approved
0.7642 Intermediate Similarity NPD5701 Approved
0.7629 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD8297 Approved
0.7609 Intermediate Similarity NPD7645 Phase 2
0.7596 Intermediate Similarity NPD7632 Discontinued
0.7593 Intermediate Similarity NPD7290 Approved
0.7593 Intermediate Similarity NPD7102 Approved
0.7593 Intermediate Similarity NPD6883 Approved
0.7579 Intermediate Similarity NPD4786 Approved
0.7576 Intermediate Similarity NPD7515 Phase 2
0.757 Intermediate Similarity NPD6011 Approved
0.7551 Intermediate Similarity NPD6051 Approved
0.7549 Intermediate Similarity NPD6083 Phase 2
0.7549 Intermediate Similarity NPD6084 Phase 2
0.7545 Intermediate Similarity NPD4632 Approved
0.7526 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD6617 Approved
0.7523 Intermediate Similarity NPD6869 Approved
0.7523 Intermediate Similarity NPD6650 Approved
0.7523 Intermediate Similarity NPD6649 Approved
0.7523 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD6847 Approved
0.75 Intermediate Similarity NPD6012 Approved
0.75 Intermediate Similarity NPD4202 Approved
0.75 Intermediate Similarity NPD6014 Approved
0.75 Intermediate Similarity NPD6013 Approved
0.7477 Intermediate Similarity NPD6412 Phase 2
0.7458 Intermediate Similarity NPD7736 Approved
0.7455 Intermediate Similarity NPD6882 Approved
0.7426 Intermediate Similarity NPD7900 Approved
0.7426 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD5330 Approved
0.7423 Intermediate Similarity NPD6409 Approved
0.7423 Intermediate Similarity NPD6684 Approved
0.7423 Intermediate Similarity NPD7334 Approved
0.7423 Intermediate Similarity NPD7146 Approved
0.7423 Intermediate Similarity NPD7521 Approved
0.7396 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7503 Approved
0.7379 Intermediate Similarity NPD4755 Approved
0.7374 Intermediate Similarity NPD5328 Approved
0.7368 Intermediate Similarity NPD3667 Approved
0.7345 Intermediate Similarity NPD6009 Approved
0.7304 Intermediate Similarity NPD6319 Approved
0.7292 Intermediate Similarity NPD6695 Phase 3
0.7288 Intermediate Similarity NPD7507 Approved
0.7273 Intermediate Similarity NPD6903 Approved
0.7265 Intermediate Similarity NPD7604 Phase 2
0.7253 Intermediate Similarity NPD4785 Approved
0.7253 Intermediate Similarity NPD4784 Approved
0.7245 Intermediate Similarity NPD3618 Phase 1
0.7241 Intermediate Similarity NPD5983 Phase 2
0.7238 Intermediate Similarity NPD4696 Approved
0.7238 Intermediate Similarity NPD5285 Approved
0.7238 Intermediate Similarity NPD5286 Approved
0.7238 Intermediate Similarity NPD4700 Approved
0.7228 Intermediate Similarity NPD6079 Approved
0.7228 Intermediate Similarity NPD7637 Suspended
0.7227 Intermediate Similarity NPD8293 Discontinued
0.7222 Intermediate Similarity NPD4243 Approved
0.7216 Intermediate Similarity NPD3666 Approved
0.7216 Intermediate Similarity NPD3665 Phase 1
0.7216 Intermediate Similarity NPD3133 Approved
0.7203 Intermediate Similarity NPD7492 Approved
0.7184 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD5695 Phase 3
0.7172 Intermediate Similarity NPD7750 Discontinued
0.717 Intermediate Similarity NPD5223 Approved
0.7158 Intermediate Similarity NPD6928 Phase 2
0.7158 Intermediate Similarity NPD4748 Discontinued
0.7155 Intermediate Similarity NPD6059 Approved
0.7155 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD6336 Discontinued
0.7143 Intermediate Similarity NPD6616 Approved
0.713 Intermediate Similarity NPD6335 Approved
0.7128 Intermediate Similarity NPD6697 Approved
0.7128 Intermediate Similarity NPD6118 Approved
0.7128 Intermediate Similarity NPD6115 Approved
0.7128 Intermediate Similarity NPD6114 Approved
0.7107 Intermediate Similarity NPD7319 Approved
0.7105 Intermediate Similarity NPD6274 Approved
0.7103 Intermediate Similarity NPD5211 Phase 2
0.7103 Intermediate Similarity NPD5225 Approved
0.7103 Intermediate Similarity NPD5224 Approved
0.7103 Intermediate Similarity NPD5226 Approved
0.7103 Intermediate Similarity NPD4633 Approved
0.71 Intermediate Similarity NPD6672 Approved
0.71 Intermediate Similarity NPD5737 Approved
0.7083 Intermediate Similarity NPD7078 Approved
0.708 Intermediate Similarity NPD8133 Approved
0.7071 Intermediate Similarity NPD6098 Approved
0.7069 Intermediate Similarity NPD7100 Approved
0.7069 Intermediate Similarity NPD7101 Approved
0.7065 Intermediate Similarity NPD6926 Approved
0.7065 Intermediate Similarity NPD6924 Approved
0.7053 Intermediate Similarity NPD6929 Approved
0.7053 Intermediate Similarity NPD4195 Approved
0.7043 Intermediate Similarity NPD7115 Discovery
0.7043 Intermediate Similarity NPD6317 Approved
0.7037 Intermediate Similarity NPD5175 Approved
0.7037 Intermediate Similarity NPD5174 Approved
0.7037 Intermediate Similarity NPD4754 Approved
0.7034 Intermediate Similarity NPD6370 Approved
0.703 Intermediate Similarity NPD6673 Approved
0.703 Intermediate Similarity NPD6904 Approved
0.703 Intermediate Similarity NPD4753 Phase 2
0.703 Intermediate Similarity NPD6080 Approved
0.7027 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6116 Phase 1
0.7 Intermediate Similarity NPD7524 Approved
0.6991 Remote Similarity NPD6053 Discontinued
0.6983 Remote Similarity NPD6313 Approved
0.6983 Remote Similarity NPD6314 Approved
0.6979 Remote Similarity NPD6930 Phase 2
0.6979 Remote Similarity NPD6931 Approved
0.6972 Remote Similarity NPD5141 Approved
0.6964 Remote Similarity NPD4634 Approved
0.6952 Remote Similarity NPD5221 Approved
0.6952 Remote Similarity NPD4697 Phase 3
0.6952 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6952 Remote Similarity NPD5222 Approved
0.6949 Remote Similarity NPD6908 Approved
0.6949 Remote Similarity NPD6909 Approved
0.6949 Remote Similarity NPD6015 Approved
0.6949 Remote Similarity NPD6016 Approved
0.6915 Remote Similarity NPD6933 Approved
0.6915 Remote Similarity NPD6117 Approved
0.6909 Remote Similarity NPD4767 Approved
0.6909 Remote Similarity NPD4768 Approved
0.6897 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6893 Remote Similarity NPD5284 Approved
0.6893 Remote Similarity NPD5281 Approved
0.6891 Remote Similarity NPD5988 Approved
0.6887 Remote Similarity NPD5173 Approved
0.6869 Remote Similarity NPD3668 Phase 3
0.6848 Remote Similarity NPD7152 Approved
0.6848 Remote Similarity NPD7150 Approved
0.6848 Remote Similarity NPD7151 Approved
0.6842 Remote Similarity NPD6925 Approved
0.6842 Remote Similarity NPD5776 Phase 2
0.6842 Remote Similarity NPD6932 Approved
0.6837 Remote Similarity NPD4221 Approved
0.6837 Remote Similarity NPD4223 Phase 3
0.6833 Remote Similarity NPD6067 Discontinued
0.6833 Remote Similarity NPD8328 Phase 3
0.6822 Remote Similarity NPD4225 Approved
0.6813 Remote Similarity NPD6923 Approved
0.6813 Remote Similarity NPD6922 Approved
0.681 Remote Similarity NPD6868 Approved
0.6809 Remote Similarity NPD4190 Phase 3
0.6809 Remote Similarity NPD5275 Approved
0.6807 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6804 Remote Similarity NPD7509 Discontinued
0.68 Remote Similarity NPD5329 Approved
0.6786 Remote Similarity NPD4730 Approved
0.6786 Remote Similarity NPD4729 Approved
0.6786 Remote Similarity NPD5128 Approved
0.6771 Remote Similarity NPD7145 Approved
0.6768 Remote Similarity NPD4788 Approved
0.6765 Remote Similarity NPD5208 Approved
0.6762 Remote Similarity NPD6001 Approved
0.6748 Remote Similarity NPD6033 Approved
0.6739 Remote Similarity NPD7144 Approved

Structure

External Identifiers

PubChem CID   56658413
ChEMBL   CHEMBL1835960
ZINC  

Physicochemical Properties

Molecular Weight:  516.38
ALogP:  0.909
MLogP:  4.43
XLogP:  6.253
# Rotatable Bonds:  15
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  37

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs