Natural Product: NPC133579

Natural Product ID:  NPC133579
Common Name:   2Alpha,3Alpha-Dihydroxyolea-5,12-Dien-28-Oic Acid
IUPAC Name:   (4aS,6aS,6aS,6bR,10S,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,10,11,12,13,14b-dodecahydropicene-4a-carboxylic acid
Synonyms:  
Molecular Formula:   C30H46O4
Standard InCHIKey:  KNEXUHUBWRLDNK-MKLORTINSA-N
Standard InCHI:  InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,10,19-20,22-23,31-32H,9,11-17H2,1-7H3,(H,33,34)/t19-,20+,22+,23+,27-,28+,29+,30-/m0/s1
Canonical SMILES:  O[C@@H]1C[C@@]2(C)C(=CC[C@@]3([C@@H]2CC=C2[C@@]3(C)CC[C@@]3([C@H]2CC(C)(C)CC3)C(=O)O)C)C([C@@H]1O)(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
NPO14602 Vitex negundo Species Lamiaceae Eukaryota Seeds PMID[1624939]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 18.7 % 10.1039/C5MD00247H

  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 NPC133579 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 NPC474806
0.9773 High Similarity NPC32118
0.9655 High Similarity NPC52021
0.9655 High Similarity NPC300351
0.9655 High Similarity NPC71074
0.9655 High Similarity NPC235884
0.9655 High Similarity NPC25299
0.9655 High Similarity NPC84319
0.9655 High Similarity NPC472149
0.9655 High Similarity NPC306541
0.9551 High Similarity NPC96916
0.9545 High Similarity NPC136313
0.9545 High Similarity NPC275809
0.9545 High Similarity NPC74855
0.9545 High Similarity NPC307335
0.954 High Similarity NPC49320
0.9444 High Similarity NPC88847
0.9444 High Similarity NPC173744
0.9444 High Similarity NPC207922
0.9444 High Similarity NPC73004
0.9444 High Similarity NPC204961
0.9444 High Similarity NPC158371
0.9444 High Similarity NPC259733
0.9438 High Similarity NPC20235
0.9438 High Similarity NPC32407
0.9438 High Similarity NPC231063
0.9438 High Similarity NPC145667
0.9438 High Similarity NPC282395
0.9438 High Similarity NPC87095
0.9438 High Similarity NPC88116
0.9438 High Similarity NPC263548
0.9438 High Similarity NPC299996
0.9425 High Similarity NPC274330
0.9425 High Similarity NPC143232
0.9425 High Similarity NPC198664
0.9419 High Similarity NPC71507
0.9341 High Similarity NPC259788
0.9341 High Similarity NPC43686
0.9341 High Similarity NPC247139
0.9341 High Similarity NPC9613
0.9341 High Similarity NPC255589
0.9333 High Similarity NPC198245
0.9318 High Similarity NPC126369
0.9318 High Similarity NPC470589
0.9318 High Similarity NPC111110
0.931 High Similarity NPC474512
0.931 High Similarity NPC473242
0.931 High Similarity NPC17733
0.931 High Similarity NPC182797
0.931 High Similarity NPC181225
0.931 High Similarity NPC290690
0.931 High Similarity NPC52169
0.931 High Similarity NPC470629
0.9239 High Similarity NPC29765
0.9239 High Similarity NPC271614
0.9239 High Similarity NPC111214
0.9231 High Similarity NPC230151
0.9231 High Similarity NPC19376
0.9231 High Similarity NPC201657
0.9231 High Similarity NPC305464
0.9231 High Similarity NPC307282
0.9231 High Similarity NPC25848
0.9222 High Similarity NPC80365
0.9222 High Similarity NPC188102
0.9213 High Similarity NPC301244
0.9213 High Similarity NPC187722
0.9205 High Similarity NPC290972
0.9205 High Similarity NPC25906
0.9205 High Similarity NPC293048
0.9205 High Similarity NPC127689
0.9205 High Similarity NPC64872
0.9205 High Similarity NPC130520
0.9205 High Similarity NPC121798
0.9205 High Similarity NPC263393
0.9205 High Similarity NPC270768
0.9205 High Similarity NPC61543
0.9205 High Similarity NPC59263
0.9205 High Similarity NPC225585
0.9205 High Similarity NPC234346
0.9205 High Similarity NPC470588
0.9195 High Similarity NPC130577
0.9195 High Similarity NPC98442
0.9195 High Similarity NPC293564
0.9195 High Similarity NPC242468
0.9195 High Similarity NPC171203
0.9195 High Similarity NPC68160
0.9195 High Similarity NPC307426
0.9195 High Similarity NPC102683
0.9195 High Similarity NPC88716
0.9195 High Similarity NPC142415
0.9195 High Similarity NPC51700
0.9195 High Similarity NPC18064
0.914 High Similarity NPC35239
0.913 High Similarity NPC106112
0.913 High Similarity NPC261935
0.9111 High Similarity NPC118519
0.9111 High Similarity NPC202728
0.9111 High Similarity NPC229281
0.9111 High Similarity NPC158059
0.9101 High Similarity NPC210037
0.9101 High Similarity NPC18872
0.9101 High Similarity NPC120968
0.9101 High Similarity NPC290614
0.9101 High Similarity NPC291028
0.9101 High Similarity NPC7260
0.9101 High Similarity NPC227467
0.9101 High Similarity NPC273621
0.9101 High Similarity NPC130278
0.9101 High Similarity NPC474728
0.9101 High Similarity NPC477872
0.9091 High Similarity NPC40552
0.9091 High Similarity NPC246708
0.908 High Similarity NPC56588
0.908 High Similarity NPC72638
0.907 High Similarity NPC171789
0.9043 High Similarity NPC233012
0.9043 High Similarity NPC54909
0.9043 High Similarity NPC256247
0.9032 High Similarity NPC188833
0.9011 High Similarity NPC296164
0.9011 High Similarity NPC191412
0.9011 High Similarity NPC209868
0.9011 High Similarity NPC159365
0.9011 High Similarity NPC114159
0.9011 High Similarity NPC6818
0.9 High Similarity NPC470590
0.9 High Similarity NPC324341
0.9 High Similarity NPC189520
0.9 High Similarity NPC285184
0.9 High Similarity NPC145067
0.9 High Similarity NPC966
0.9 High Similarity NPC38754
0.9 High Similarity NPC158030
0.9 High Similarity NPC4036
0.9 High Similarity NPC233455
0.9 High Similarity NPC288833
0.9 High Similarity NPC228784
0.9 High Similarity NPC155120
0.9 High Similarity NPC60755
0.9 High Similarity NPC65120
0.9 High Similarity NPC77099
0.9 High Similarity NPC282616
0.9 High Similarity NPC474525
0.9 High Similarity NPC105189
0.8989 High Similarity NPC161751
0.8989 High Similarity NPC95246
0.8989 High Similarity NPC474972
0.8989 High Similarity NPC474686
0.8977 High Similarity NPC477926
0.8925 High Similarity NPC203343
0.8925 High Similarity NPC21728
0.8925 High Similarity NPC312075
0.8913 High Similarity NPC473240
0.8913 High Similarity NPC53565
0.8901 High Similarity NPC298554
0.8901 High Similarity NPC86368
0.8901 High Similarity NPC295643
0.8901 High Similarity NPC272075
0.8901 High Similarity NPC214756
0.8889 High Similarity NPC46441
0.8889 High Similarity NPC193750
0.8889 High Similarity NPC172361
0.8889 High Similarity NPC120840
0.8889 High Similarity NPC86372
0.8889 High Similarity NPC113989
0.8864 High Similarity NPC324063
0.8864 High Similarity NPC73038
0.8817 High Similarity NPC9487
0.8817 High Similarity NPC476327
0.8817 High Similarity NPC132824
0.8817 High Similarity NPC62516
0.8817 High Similarity NPC157113
0.8817 High Similarity NPC116457
0.8817 High Similarity NPC327179
0.8817 High Similarity NPC476318
0.8817 High Similarity NPC473158
0.8804 High Similarity NPC222047
0.8804 High Similarity NPC91010
0.8804 High Similarity NPC474529
0.8791 High Similarity NPC6255
0.8791 High Similarity NPC235704
0.8791 High Similarity NPC471588
0.8791 High Similarity NPC475708
0.8778 High Similarity NPC30522
0.8764 High Similarity NPC73064
0.8763 High Similarity NPC284865
0.875 High Similarity NPC133954
0.8723 High Similarity NPC189880
0.8723 High Similarity NPC187933
0.8721 High Similarity NPC473420
0.871 High Similarity NPC139570
0.871 High Similarity NPC195715
0.871 High Similarity NPC474727
0.871 High Similarity NPC148523
0.8696 High Similarity NPC49776
0.8696 High Similarity NPC118490
0.8696 High Similarity NPC474436
0.8696 High Similarity NPC63118
0.8667 High Similarity NPC242864
0.8667 High Similarity NPC474511

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC133579 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
0.9 High Similarity NPD7515 Phase 2
0.8602 High Similarity NPD7748 Approved
0.8333 Intermediate Similarity NPD7902 Approved
0.8132 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8022 Intermediate Similarity NPD4786 Approved
0.8021 Intermediate Similarity NPD7900 Approved
0.8021 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3667 Approved
0.7979 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD6399 Phase 3
0.7865 Intermediate Similarity NPD7645 Phase 2
0.7849 Intermediate Similarity NPD3618 Phase 1
0.7789 Intermediate Similarity NPD5328 Approved
0.7714 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD6079 Approved
0.7629 Intermediate Similarity NPD8035 Phase 2
0.7629 Intermediate Similarity NPD6411 Approved
0.7629 Intermediate Similarity NPD8034 Phase 2
0.7525 Intermediate Similarity NPD7638 Approved
0.75 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD7639 Approved
0.7451 Intermediate Similarity NPD7640 Approved
0.7447 Intermediate Similarity NPD3665 Phase 1
0.7447 Intermediate Similarity NPD3666 Approved
0.7447 Intermediate Similarity NPD3668 Phase 3
0.7447 Intermediate Similarity NPD3133 Approved
0.7429 Intermediate Similarity NPD6675 Approved
0.7429 Intermediate Similarity NPD7128 Approved
0.7429 Intermediate Similarity NPD6402 Approved
0.7429 Intermediate Similarity NPD5739 Approved
0.7423 Intermediate Similarity NPD6101 Approved
0.7423 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7525 Registered
0.7387 Intermediate Similarity NPD7115 Discovery
0.7374 Intermediate Similarity NPD4202 Approved
0.7333 Intermediate Similarity NPD6117 Approved
0.7327 Intermediate Similarity NPD5222 Approved
0.7327 Intermediate Similarity NPD5221 Approved
0.7327 Intermediate Similarity NPD4697 Phase 3
0.7327 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7327 Intermediate Similarity NPD7614 Phase 1
0.7292 Intermediate Similarity NPD6684 Approved
0.7292 Intermediate Similarity NPD5330 Approved
0.7292 Intermediate Similarity NPD7146 Approved
0.7292 Intermediate Similarity NPD6409 Approved
0.7292 Intermediate Similarity NPD7521 Approved
0.7292 Intermediate Similarity NPD7334 Approved
0.729 Intermediate Similarity NPD6881 Approved
0.729 Intermediate Similarity NPD7320 Approved
0.729 Intermediate Similarity NPD6899 Approved
0.7255 Intermediate Similarity NPD6083 Phase 2
0.7255 Intermediate Similarity NPD6084 Phase 2
0.7255 Intermediate Similarity NPD5173 Approved
0.7255 Intermediate Similarity NPD4755 Approved
0.7253 Intermediate Similarity NPD6116 Phase 1
0.7232 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6942 Approved
0.7222 Intermediate Similarity NPD7339 Approved
0.7222 Intermediate Similarity NPD6372 Approved
0.7222 Intermediate Similarity NPD6373 Approved
0.7216 Intermediate Similarity NPD3573 Approved
0.7204 Intermediate Similarity NPD4695 Discontinued
0.7196 Intermediate Similarity NPD5697 Approved
0.7196 Intermediate Similarity NPD5701 Approved
0.7184 Intermediate Similarity NPD4225 Approved
0.7182 Intermediate Similarity NPD8297 Approved
0.7174 Intermediate Similarity NPD6118 Approved
0.7174 Intermediate Similarity NPD6115 Approved
0.7174 Intermediate Similarity NPD6114 Approved
0.7174 Intermediate Similarity NPD6697 Approved
0.7156 Intermediate Similarity NPD7290 Approved
0.7156 Intermediate Similarity NPD6883 Approved
0.7156 Intermediate Similarity NPD7102 Approved
0.7155 Intermediate Similarity NPD8328 Phase 3
0.7143 Intermediate Similarity NPD6903 Approved
0.7143 Intermediate Similarity NPD6672 Approved
0.7143 Intermediate Similarity NPD5737 Approved
0.7143 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6011 Approved
0.7117 Intermediate Similarity NPD4632 Approved
0.7115 Intermediate Similarity NPD5285 Approved
0.7115 Intermediate Similarity NPD4700 Approved
0.7115 Intermediate Similarity NPD5286 Approved
0.7115 Intermediate Similarity NPD4696 Approved
0.7113 Intermediate Similarity NPD5279 Phase 3
0.7111 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6650 Approved
0.7091 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6869 Approved
0.7091 Intermediate Similarity NPD6847 Approved
0.7091 Intermediate Similarity NPD8130 Phase 1
0.7091 Intermediate Similarity NPD6649 Approved
0.7091 Intermediate Similarity NPD6617 Approved
0.7071 Intermediate Similarity NPD4753 Phase 2
0.7064 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD6012 Approved
0.7064 Intermediate Similarity NPD6014 Approved
0.7064 Intermediate Similarity NPD6013 Approved
0.7059 Intermediate Similarity NPD5695 Phase 3
0.7048 Intermediate Similarity NPD5223 Approved
0.7037 Intermediate Similarity NPD6412 Phase 2
0.703 Intermediate Similarity NPD5778 Approved
0.703 Intermediate Similarity NPD5779 Approved
0.7027 Intermediate Similarity NPD6882 Approved
0.699 Remote Similarity NPD7732 Phase 3
0.6981 Remote Similarity NPD5211 Phase 2
0.6981 Remote Similarity NPD5226 Approved
0.6981 Remote Similarity NPD5225 Approved
0.6981 Remote Similarity NPD5224 Approved
0.6981 Remote Similarity NPD4633 Approved
0.6939 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6931 Remote Similarity NPD5281 Approved
0.6931 Remote Similarity NPD5284 Approved
0.6916 Remote Similarity NPD5175 Approved
0.6916 Remote Similarity NPD4754 Approved
0.6916 Remote Similarity NPD5174 Approved
0.6893 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4221 Approved
0.6875 Remote Similarity NPD4223 Phase 3
0.6857 Remote Similarity NPD5696 Approved
0.6852 Remote Similarity NPD5141 Approved
0.6847 Remote Similarity NPD4634 Approved
0.6842 Remote Similarity NPD6868 Approved
0.6842 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5329 Approved
0.6822 Remote Similarity NPD7632 Discontinued
0.6818 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6686 Approved
0.6814 Remote Similarity NPD8133 Approved
0.6804 Remote Similarity NPD4788 Approved
0.6789 Remote Similarity NPD4768 Approved
0.6789 Remote Similarity NPD6008 Approved
0.6789 Remote Similarity NPD4767 Approved
0.6783 Remote Similarity NPD6009 Approved
0.6774 Remote Similarity NPD6933 Approved
0.6768 Remote Similarity NPD6098 Approved
0.6752 Remote Similarity NPD6319 Approved
0.675 Remote Similarity NPD7507 Approved
0.6735 Remote Similarity NPD4197 Approved
0.6733 Remote Similarity NPD6904 Approved
0.6733 Remote Similarity NPD6673 Approved
0.6733 Remote Similarity NPD6080 Approved
0.6731 Remote Similarity NPD5210 Approved
0.6731 Remote Similarity NPD4629 Approved
0.6724 Remote Similarity NPD6335 Approved
0.6703 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6703 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD5128 Approved
0.6667 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8264 Approved
0.6667 Remote Similarity NPD5168 Approved
0.6639 Remote Similarity NPD7736 Approved
0.6638 Remote Similarity NPD6317 Approved
0.6632 Remote Similarity NPD3617 Approved
0.6632 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6050 Approved
0.66 Remote Similarity NPD4689 Approved
0.66 Remote Similarity NPD4519 Discontinued
0.66 Remote Similarity NPD5280 Approved
0.66 Remote Similarity NPD4694 Approved
0.66 Remote Similarity NPD4693 Phase 3
0.66 Remote Similarity NPD5205 Approved
0.66 Remote Similarity NPD5690 Phase 2
0.66 Remote Similarity NPD4688 Approved
0.66 Remote Similarity NPD4138 Approved
0.66 Remote Similarity NPD4623 Approved
0.66 Remote Similarity NPD4690 Approved
0.6585 Remote Similarity NPD7319 Approved
0.6583 Remote Similarity NPD7604 Phase 2
0.6581 Remote Similarity NPD6314 Approved
0.6581 Remote Similarity NPD6313 Approved
0.6559 Remote Similarity NPD6926 Approved
0.6559 Remote Similarity NPD6924 Approved
0.6555 Remote Similarity NPD8033 Approved
0.6555 Remote Similarity NPD5983 Phase 2
0.6555 Remote Similarity NPD6909 Approved
0.6555 Remote Similarity NPD6908 Approved
0.6549 Remote Similarity NPD5169 Approved
0.6549 Remote Similarity NPD5251 Approved
0.6549 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6549 Remote Similarity NPD5250 Approved
0.6549 Remote Similarity NPD5247 Approved
0.6549 Remote Similarity NPD5135 Approved
0.6549 Remote Similarity NPD5249 Phase 3
0.6549 Remote Similarity NPD5248 Approved
0.6529 Remote Similarity NPD7492 Approved
0.6525 Remote Similarity NPD7516 Approved
0.6505 Remote Similarity NPD5692 Phase 3
0.65 Remote Similarity NPD1694 Approved
0.6495 Remote Similarity NPD4748 Discontinued
0.6491 Remote Similarity NPD5127 Approved
0.6491 Remote Similarity NPD5217 Approved

Structure

External Identifiers

PubChem CID   44576059
ChEMBL   CHEMBL519321
ZINC  

Physicochemical Properties

Molecular Weight:  470.34
ALogP:  2.3134
MLogP:  4.32
XLogP:  6.777
# Rotatable Bonds:  11
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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