Natural Product: NPC58063

Natural Product ID:  NPC58063
Common Name:   7-Oxostigmasterol
IUPAC Name:   (3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
Synonyms:  
Molecular Formula:   C29H46O2
Standard InCHIKey:  UKMCCFHULJHJNS-RVFLFKIDSA-N
Standard InCHI:  InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h8-9,17-20,22-25,27,30H,7,10-16H2,1-6H3/b9-8+/t19-,20-,22+,23-,24+,25+,27+,28+,29-/m1/s1
Canonical SMILES:  CC[C@@H](C(C)C)/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C(=O)C=C2[C@]1(C)CC[C@@H](C2)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
NPO32523 solanum violaceum Species Solanaceae Eukaryota PMID[23511021]
NPO9047.1 Brassica rapa subsp. oleifera Subspecies Brassicaceae Eukaryota TM-MC*
NPO16765 Knoxia valerianoides Species Rubiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 20 ug/ml 23511021
NPT81 Cell Line A549 Homo sapiens IC50 > 20 ug/ml 23511021
NPT83 Cell Line MCF7 Homo sapiens IC50 > 20 ug/ml 23511021
NPT2 Others Unspecified IC50 > 20 ug/ml 23511021
NPT65 Cell Line HepG2 Homo sapiens IC50 > 20 ug/ml 23511021

  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 NPC58063 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
0.9877 High Similarity NPC474778
0.9877 High Similarity NPC474732
0.9877 High Similarity NPC31564
0.9877 High Similarity NPC145879
0.9877 High Similarity NPC474733
0.9756 High Similarity NPC475740
0.9634 High Similarity NPC475022
0.9634 High Similarity NPC118648
0.9634 High Similarity NPC222613
0.963 High Similarity NPC221758
0.963 High Similarity NPC85774
0.963 High Similarity NPC59453
0.963 High Similarity NPC214043
0.9524 High Similarity NPC268406
0.9524 High Similarity NPC1015
0.9524 High Similarity NPC186688
0.9524 High Similarity NPC26959
0.9524 High Similarity NPC31985
0.9512 High Similarity NPC469948
0.9412 High Similarity NPC48010
0.9405 High Similarity NPC471722
0.9398 High Similarity NPC51014
0.939 High Similarity NPC472265
0.939 High Similarity NPC473246
0.939 High Similarity NPC33913
0.9383 High Similarity NPC151519
0.9302 High Similarity NPC272746
0.9302 High Similarity NPC475806
0.9294 High Similarity NPC473999
0.9294 High Similarity NPC309603
0.9286 High Similarity NPC93778
0.9277 High Similarity NPC470574
0.9195 High Similarity NPC474736
0.9176 High Similarity NPC328539
0.9176 High Similarity NPC328313
0.9167 High Similarity NPC155011
0.9167 High Similarity NPC72133
0.9157 High Similarity NPC58841
0.9157 High Similarity NPC161423
0.9157 High Similarity NPC227064
0.9157 High Similarity NPC82902
0.9157 High Similarity NPC237712
0.9157 High Similarity NPC321187
0.9157 High Similarity NPC329043
0.9136 High Similarity NPC2482
0.9091 High Similarity NPC8993
0.9091 High Similarity NPC196485
0.9091 High Similarity NPC245972
0.908 High Similarity NPC473998
0.907 High Similarity NPC119416
0.907 High Similarity NPC32830
0.907 High Similarity NPC474245
0.907 High Similarity NPC477943
0.907 High Similarity NPC86319
0.907 High Similarity NPC76879
0.907 High Similarity NPC275740
0.9059 High Similarity NPC136548
0.9059 High Similarity NPC141292
0.9048 High Similarity NPC474218
0.9048 High Similarity NPC471224
0.9036 High Similarity NPC476082
0.9036 High Similarity NPC278648
0.9 High Similarity NPC108078
0.8977 High Similarity NPC12722
0.8977 High Similarity NPC475255
0.8966 High Similarity NPC126993
0.8966 High Similarity NPC191684
0.8966 High Similarity NPC85173
0.8953 High Similarity NPC310752
0.8953 High Similarity NPC292491
0.8953 High Similarity NPC53911
0.8953 High Similarity NPC143767
0.8953 High Similarity NPC131470
0.8941 High Similarity NPC94666
0.8941 High Similarity NPC327115
0.8941 High Similarity NPC469994
0.8941 High Similarity NPC20688
0.8902 High Similarity NPC472478
0.8889 High Similarity NPC82635
0.8876 High Similarity NPC111015
0.8864 High Similarity NPC185936
0.8864 High Similarity NPC131872
0.8864 High Similarity NPC168027
0.8851 High Similarity NPC2983
0.8837 High Similarity NPC142361
0.8837 High Similarity NPC474684
0.8837 High Similarity NPC317590
0.8837 High Similarity NPC90652
0.8824 High Similarity NPC29447
0.8824 High Similarity NPC202868
0.8824 High Similarity NPC474083
0.8824 High Similarity NPC197823
0.8795 High Similarity NPC136150
0.8795 High Similarity NPC121984
0.8795 High Similarity NPC14151
0.8778 High Similarity NPC259286
0.8778 High Similarity NPC271195
0.8764 High Similarity NPC69454
0.8764 High Similarity NPC134826
0.8764 High Similarity NPC109305
0.8764 High Similarity NPC474807
0.8764 High Similarity NPC250575
0.875 High Similarity NPC320026
0.875 High Similarity NPC183283
0.8736 High Similarity NPC471724
0.8736 High Similarity NPC193360
0.8736 High Similarity NPC470417
0.8736 High Similarity NPC474677
0.8721 High Similarity NPC94755
0.8721 High Similarity NPC473168
0.8706 High Similarity NPC180834
0.8696 High Similarity NPC103051
0.8696 High Similarity NPC114274
0.869 High Similarity NPC193347
0.869 High Similarity NPC320514
0.8681 High Similarity NPC249954
0.8667 High Similarity NPC474690
0.8667 High Similarity NPC166906
0.8667 High Similarity NPC292793
0.8652 High Similarity NPC233116
0.8652 High Similarity NPC155304
0.8652 High Similarity NPC63748
0.8652 High Similarity NPC19114
0.8642 High Similarity NPC113733
0.8642 High Similarity NPC321381
0.8642 High Similarity NPC107059
0.8642 High Similarity NPC321016
0.8636 High Similarity NPC310010
0.8636 High Similarity NPC326627
0.8636 High Similarity NPC475921
0.8636 High Similarity NPC474704
0.8636 High Similarity NPC128496
0.8621 High Similarity NPC472481
0.8621 High Similarity NPC472484
0.8621 High Similarity NPC472482
0.8621 High Similarity NPC96496
0.8621 High Similarity NPC187376
0.8621 High Similarity NPC159046
0.8621 High Similarity NPC233836
0.8571 High Similarity NPC317586
0.8571 High Similarity NPC473170
0.8571 High Similarity NPC6434
0.8571 High Similarity NPC147066
0.8571 High Similarity NPC470016
0.8571 High Similarity NPC469599
0.8571 High Similarity NPC477372
0.8571 High Similarity NPC472932
0.8556 High Similarity NPC472930
0.8554 High Similarity NPC215843
0.8554 High Similarity NPC472490
0.8539 High Similarity NPC129913
0.8539 High Similarity NPC69622
0.8539 High Similarity NPC171441
0.8537 High Similarity NPC198968
0.8537 High Similarity NPC155986
0.8537 High Similarity NPC318495
0.8526 High Similarity NPC249187
0.8526 High Similarity NPC247957
0.8523 High Similarity NPC242864
0.8523 High Similarity NPC472802
0.8523 High Similarity NPC206060
0.8519 High Similarity NPC136188
0.8519 High Similarity NPC162742
0.8519 High Similarity NPC288035
0.8519 High Similarity NPC304309
0.8519 High Similarity NPC285893
0.8519 High Similarity NPC28657
0.8519 High Similarity NPC22105
0.8519 High Similarity NPC230301
0.8519 High Similarity NPC134847
0.8506 High Similarity NPC28252
0.8506 High Similarity NPC158393
0.8506 High Similarity NPC55309
0.8506 High Similarity NPC89077
0.8506 High Similarity NPC264127
0.8488 Intermediate Similarity NPC165064
0.8488 Intermediate Similarity NPC144258
0.8488 Intermediate Similarity NPC25833
0.8478 Intermediate Similarity NPC78473
0.8478 Intermediate Similarity NPC96859
0.8478 Intermediate Similarity NPC328162
0.8478 Intermediate Similarity NPC471463
0.8478 Intermediate Similarity NPC192428
0.8478 Intermediate Similarity NPC305483
0.8471 Intermediate Similarity NPC212083
0.8471 Intermediate Similarity NPC48362
0.8471 Intermediate Similarity NPC328351
0.8471 Intermediate Similarity NPC310989
0.8471 Intermediate Similarity NPC260956
0.8462 Intermediate Similarity NPC209662
0.8462 Intermediate Similarity NPC473172
0.8462 Intermediate Similarity NPC299100
0.8462 Intermediate Similarity NPC471207
0.8462 Intermediate Similarity NPC473162
0.8452 Intermediate Similarity NPC164999
0.8452 Intermediate Similarity NPC234193
0.8452 Intermediate Similarity NPC476809
0.8452 Intermediate Similarity NPC164840
0.8452 Intermediate Similarity NPC241290
0.8452 Intermediate Similarity NPC209944

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC58063 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
0.963 High Similarity NPD4786 Approved
0.9383 High Similarity NPD3667 Approved
0.9302 High Similarity NPD6079 Approved
0.9294 High Similarity NPD5328 Approved
0.9167 High Similarity NPD3618 Phase 1
0.9157 High Similarity NPD3666 Approved
0.9157 High Similarity NPD3133 Approved
0.9157 High Similarity NPD3665 Phase 1
0.8764 High Similarity NPD4202 Approved
0.8721 High Similarity NPD5279 Phase 3
0.869 High Similarity NPD4223 Phase 3
0.869 High Similarity NPD4221 Approved
0.8681 High Similarity NPD5222 Approved
0.8681 High Similarity NPD5221 Approved
0.8681 High Similarity NPD5220 Clinical (unspecified phase)
0.8636 High Similarity NPD4753 Phase 2
0.8605 High Similarity NPD5329 Approved
0.8587 High Similarity NPD5173 Approved
0.8556 High Similarity NPD6399 Phase 3
0.8519 High Similarity NPD6942 Approved
0.8519 High Similarity NPD7339 Approved
0.8488 Intermediate Similarity NPD3668 Phase 3
0.8488 Intermediate Similarity NPD4197 Approved
0.8478 Intermediate Similarity NPD4697 Phase 3
0.8404 Intermediate Similarity NPD4696 Approved
0.8404 Intermediate Similarity NPD5285 Approved
0.8404 Intermediate Similarity NPD5286 Approved
0.8387 Intermediate Similarity NPD4755 Approved
0.837 Intermediate Similarity NPD4629 Approved
0.837 Intermediate Similarity NPD5210 Approved
0.8316 Intermediate Similarity NPD5223 Approved
0.8295 Intermediate Similarity NPD7334 Approved
0.8295 Intermediate Similarity NPD6409 Approved
0.8295 Intermediate Similarity NPD5205 Approved
0.8295 Intermediate Similarity NPD4689 Approved
0.8295 Intermediate Similarity NPD6684 Approved
0.8295 Intermediate Similarity NPD4690 Approved
0.8295 Intermediate Similarity NPD7146 Approved
0.8295 Intermediate Similarity NPD4693 Phase 3
0.8295 Intermediate Similarity NPD7521 Approved
0.8295 Intermediate Similarity NPD4688 Approved
0.8295 Intermediate Similarity NPD4138 Approved
0.8295 Intermediate Similarity NPD5330 Approved
0.8295 Intermediate Similarity NPD5690 Phase 2
0.8242 Intermediate Similarity NPD7515 Phase 2
0.8229 Intermediate Similarity NPD5225 Approved
0.8229 Intermediate Similarity NPD4633 Approved
0.8229 Intermediate Similarity NPD5226 Approved
0.8229 Intermediate Similarity NPD5224 Approved
0.8229 Intermediate Similarity NPD5211 Phase 2
0.8214 Intermediate Similarity NPD3617 Approved
0.8211 Intermediate Similarity NPD4700 Approved
0.8193 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8191 Intermediate Similarity NPD6083 Phase 2
0.8191 Intermediate Similarity NPD6084 Phase 2
0.8161 Intermediate Similarity NPD4788 Approved
0.8144 Intermediate Similarity NPD5174 Approved
0.8144 Intermediate Similarity NPD5175 Approved
0.8118 Intermediate Similarity NPD4195 Approved
0.8111 Intermediate Similarity NPD6903 Approved
0.8111 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8111 Intermediate Similarity NPD5737 Approved
0.8111 Intermediate Similarity NPD6672 Approved
0.809 Intermediate Similarity NPD5280 Approved
0.809 Intermediate Similarity NPD4694 Approved
0.8061 Intermediate Similarity NPD5141 Approved
0.8025 Intermediate Similarity NPD4747 Approved
0.8023 Intermediate Similarity NPD4695 Discontinued
0.8 Intermediate Similarity NPD6899 Approved
0.8 Intermediate Similarity NPD6881 Approved
0.798 Intermediate Similarity NPD7128 Approved
0.798 Intermediate Similarity NPD6402 Approved
0.798 Intermediate Similarity NPD5739 Approved
0.798 Intermediate Similarity NPD6675 Approved
0.7978 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7959 Intermediate Similarity NPD4754 Approved
0.7901 Intermediate Similarity NPD4137 Phase 3
0.79 Intermediate Similarity NPD5697 Approved
0.7889 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7889 Intermediate Similarity NPD4519 Discontinued
0.7889 Intermediate Similarity NPD4623 Approved
0.7872 Intermediate Similarity NPD7748 Approved
0.7849 Intermediate Similarity NPD5281 Approved
0.7849 Intermediate Similarity NPD5284 Approved
0.7843 Intermediate Similarity NPD7290 Approved
0.7843 Intermediate Similarity NPD7102 Approved
0.7843 Intermediate Similarity NPD6883 Approved
0.7822 Intermediate Similarity NPD4729 Approved
0.7822 Intermediate Similarity NPD4730 Approved
0.7822 Intermediate Similarity NPD6011 Approved
0.7822 Intermediate Similarity NPD7320 Approved
0.7822 Intermediate Similarity NPD5168 Approved
0.7816 Intermediate Similarity NPD7525 Registered
0.7805 Intermediate Similarity NPD4691 Approved
0.78 Intermediate Similarity NPD4768 Approved
0.78 Intermediate Similarity NPD4767 Approved
0.7789 Intermediate Similarity NPD5695 Phase 3
0.7767 Intermediate Similarity NPD6869 Approved
0.7767 Intermediate Similarity NPD6847 Approved
0.7767 Intermediate Similarity NPD6649 Approved
0.7767 Intermediate Similarity NPD8130 Phase 1
0.7767 Intermediate Similarity NPD6650 Approved
0.7767 Intermediate Similarity NPD6617 Approved
0.7745 Intermediate Similarity NPD6372 Approved
0.7745 Intermediate Similarity NPD6373 Approved
0.7745 Intermediate Similarity NPD6013 Approved
0.7745 Intermediate Similarity NPD6014 Approved
0.7745 Intermediate Similarity NPD6012 Approved
0.7738 Intermediate Similarity NPD4687 Approved
0.7738 Intermediate Similarity NPD4058 Approved
0.7738 Intermediate Similarity NPD4785 Approved
0.7738 Intermediate Similarity NPD4784 Approved
0.7738 Intermediate Similarity NPD6924 Approved
0.7738 Intermediate Similarity NPD6926 Approved
0.7738 Intermediate Similarity NPD5733 Approved
0.7732 Intermediate Similarity NPD5696 Approved
0.7723 Intermediate Similarity NPD5701 Approved
0.7717 Intermediate Similarity NPD4518 Approved
0.7711 Intermediate Similarity NPD7152 Approved
0.7711 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD7151 Approved
0.7711 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD7150 Approved
0.7692 Intermediate Similarity NPD6882 Approved
0.7692 Intermediate Similarity NPD8297 Approved
0.767 Intermediate Similarity NPD5251 Approved
0.767 Intermediate Similarity NPD5135 Approved
0.767 Intermediate Similarity NPD5249 Phase 3
0.767 Intermediate Similarity NPD5247 Approved
0.767 Intermediate Similarity NPD5248 Approved
0.767 Intermediate Similarity NPD5250 Approved
0.767 Intermediate Similarity NPD4634 Approved
0.767 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD5169 Approved
0.7647 Intermediate Similarity NPD5128 Approved
0.7634 Intermediate Similarity NPD6673 Approved
0.7634 Intermediate Similarity NPD6904 Approved
0.7634 Intermediate Similarity NPD6080 Approved
0.7629 Intermediate Similarity NPD7902 Approved
0.7596 Intermediate Similarity NPD5215 Approved
0.7596 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD5216 Approved
0.7596 Intermediate Similarity NPD5217 Approved
0.7596 Intermediate Similarity NPD5127 Approved
0.759 Intermediate Similarity NPD7144 Approved
0.759 Intermediate Similarity NPD7143 Approved
0.757 Intermediate Similarity NPD7115 Discovery
0.7558 Intermediate Similarity NPD6933 Approved
0.7553 Intermediate Similarity NPD4096 Approved
0.7551 Intermediate Similarity NPD7638 Approved
0.7549 Intermediate Similarity NPD6412 Phase 2
0.7528 Intermediate Similarity NPD4692 Approved
0.7528 Intermediate Similarity NPD4139 Approved
0.7527 Intermediate Similarity NPD5208 Approved
0.75 Intermediate Similarity NPD6098 Approved
0.75 Intermediate Similarity NPD4243 Approved
0.75 Intermediate Similarity NPD5276 Approved
0.7477 Intermediate Similarity NPD6868 Approved
0.7475 Intermediate Similarity NPD7640 Approved
0.7475 Intermediate Similarity NPD7639 Approved
0.747 Intermediate Similarity NPD6923 Approved
0.747 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD6922 Approved
0.7453 Intermediate Similarity NPD4632 Approved
0.7447 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD5133 Approved
0.7386 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD5167 Approved
0.7381 Intermediate Similarity NPD4244 Approved
0.7381 Intermediate Similarity NPD4245 Approved
0.7381 Intermediate Similarity NPD4789 Approved
0.7374 Intermediate Similarity NPD5290 Discontinued
0.7368 Intermediate Similarity NPD5207 Approved
0.7349 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD6335 Approved
0.7327 Intermediate Similarity NPD5091 Approved
0.7326 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD7900 Approved
0.7303 Intermediate Similarity NPD7645 Phase 2
0.7303 Intermediate Similarity NPD6929 Approved
0.7292 Intermediate Similarity NPD8034 Phase 2
0.7292 Intermediate Similarity NPD5693 Phase 1
0.7292 Intermediate Similarity NPD8035 Phase 2
0.7292 Intermediate Similarity NPD5694 Approved
0.7292 Intermediate Similarity NPD6050 Approved
0.7282 Intermediate Similarity NPD6008 Approved
0.7273 Intermediate Similarity NPD7101 Approved
0.7273 Intermediate Similarity NPD6932 Approved
0.7273 Intermediate Similarity NPD7100 Approved
0.7262 Intermediate Similarity NPD3698 Phase 2
0.7248 Intermediate Similarity NPD6317 Approved
0.7248 Intermediate Similarity NPD6009 Approved
0.7234 Intermediate Similarity NPD3573 Approved
0.7222 Intermediate Similarity NPD6930 Phase 2

Structure

External Identifiers

PubChem CID   12044013
ChEMBL   CHEMBL2376389
ZINC  

Physicochemical Properties

Molecular Weight:  426.35
ALogP:  0.9851
MLogP:  4.43
XLogP:  8.975
# Rotatable Bonds:  12
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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