Natural Product: NPC473225

Natural Product ID:  NPC473225
Common Name:   Hydroxyhopanone
IUPAC Name:   (3S,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-2,3,3a,4,5,6,7,7a,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
Synonyms:   Hydroxyhopanone
Molecular Formula:   C30H50O2
Standard InCHIKey:  NVNUNRUPWXZKAL-RVUONTCYSA-N
Standard InCHI:  InChI=1S/C30H50O2/c1-25(2)21-13-18-30(8)23(28(21,6)16-14-24(25)31)10-9-22-27(5)15-11-19(26(3,4)32)20(27)12-17-29(22,30)7/h19-23,32H,9-18H2,1-8H3/t19-,20?,21-,22+,23+,27-,28-,29+,30+/m0/s1
Canonical SMILES:  O=C1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CCC1[C@]2(C)CC[C@@H]1C(O)(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
NPO4138.1 Betula platyphylla var. japonica Varieties Betulaceae Eukaryota Floral spikes PMID[17346076]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 77100 nM 10514334
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 = 7 ug/ml 10.6019/CHEMBL1201861
NPT1141 Organism Human herpesvirus 2 Human herpesvirus 2 IC50 = 5 ug/ml 26358281
NPT91 Cell Line KB Homo sapiens IC50 > 100000 nM 18809939
NPT83 Cell Line MCF7 Homo sapiens IC50 > 100000 nM 25581396
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 15497933

  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 NPC473225 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
0.9394 High Similarity NPC108131
0.8873 High Similarity NPC23884
0.8857 High Similarity NPC195155
0.8857 High Similarity NPC174964
0.8857 High Similarity NPC97534
0.8788 High Similarity NPC42060
0.8732 High Similarity NPC5767
0.8732 High Similarity NPC475742
0.8714 High Similarity NPC472854
0.8696 High Similarity NPC58057
0.8696 High Similarity NPC156277
0.8696 High Similarity NPC151018
0.8696 High Similarity NPC320549
0.8676 High Similarity NPC196197
0.8676 High Similarity NPC474962
0.8611 High Similarity NPC221420
0.8571 High Similarity NPC232112
0.8571 High Similarity NPC162685
0.8571 High Similarity NPC310766
0.8529 High Similarity NPC281203
0.8529 High Similarity NPC2568
0.8529 High Similarity NPC469724
0.8529 High Similarity NPC31187
0.8529 High Similarity NPC100917
0.8529 High Similarity NPC103647
0.8529 High Similarity NPC180777
0.8529 High Similarity NPC260319
0.8507 High Similarity NPC477931
0.8507 High Similarity NPC268736
0.8451 Intermediate Similarity NPC254340
0.8429 Intermediate Similarity NPC473267
0.8429 Intermediate Similarity NPC247195
0.8406 Intermediate Similarity NPC319671
0.8406 Intermediate Similarity NPC131892
0.8406 Intermediate Similarity NPC469941
0.8406 Intermediate Similarity NPC6120
0.8406 Intermediate Similarity NPC252032
0.8406 Intermediate Similarity NPC324607
0.8406 Intermediate Similarity NPC213178
0.8406 Intermediate Similarity NPC327728
0.8406 Intermediate Similarity NPC476734
0.8406 Intermediate Similarity NPC321732
0.8382 Intermediate Similarity NPC474221
0.8382 Intermediate Similarity NPC130459
0.8382 Intermediate Similarity NPC478180
0.8378 Intermediate Similarity NPC201459
0.8378 Intermediate Similarity NPC192744
0.8356 Intermediate Similarity NPC143133
0.8356 Intermediate Similarity NPC298168
0.8356 Intermediate Similarity NPC264602
0.8356 Intermediate Similarity NPC475031
0.8333 Intermediate Similarity NPC273366
0.8333 Intermediate Similarity NPC72444
0.8333 Intermediate Similarity NPC125767
0.8333 Intermediate Similarity NPC24014
0.8333 Intermediate Similarity NPC21220
0.8333 Intermediate Similarity NPC27349
0.831 Intermediate Similarity NPC81759
0.8286 Intermediate Similarity NPC476731
0.8286 Intermediate Similarity NPC477929
0.8261 Intermediate Similarity NPC475977
0.8254 Intermediate Similarity NPC151464
0.8254 Intermediate Similarity NPC143597
0.8219 Intermediate Similarity NPC472487
0.8219 Intermediate Similarity NPC472486
0.8209 Intermediate Similarity NPC128608
0.8194 Intermediate Similarity NPC280026
0.8194 Intermediate Similarity NPC167702
0.8169 Intermediate Similarity NPC472309
0.8169 Intermediate Similarity NPC469940
0.8169 Intermediate Similarity NPC197701
0.8169 Intermediate Similarity NPC290058
0.8169 Intermediate Similarity NPC89310
0.8158 Intermediate Similarity NPC103754
0.8158 Intermediate Similarity NPC474484
0.8143 Intermediate Similarity NPC64466
0.8133 Intermediate Similarity NPC245029
0.8133 Intermediate Similarity NPC215843
0.8133 Intermediate Similarity NPC31302
0.8108 Intermediate Similarity NPC68828
0.8108 Intermediate Similarity NPC66105
0.8108 Intermediate Similarity NPC477918
0.8108 Intermediate Similarity NPC477919
0.8108 Intermediate Similarity NPC180199
0.8095 Intermediate Similarity NPC184819
0.8082 Intermediate Similarity NPC212733
0.8082 Intermediate Similarity NPC472311
0.8077 Intermediate Similarity NPC474996
0.8056 Intermediate Similarity NPC474123
0.8056 Intermediate Similarity NPC477229
0.8056 Intermediate Similarity NPC282905
0.8056 Intermediate Similarity NPC68426
0.8052 Intermediate Similarity NPC289486
0.8052 Intermediate Similarity NPC30583
0.8052 Intermediate Similarity NPC61107
0.8052 Intermediate Similarity NPC268040
0.8028 Intermediate Similarity NPC477850
0.8026 Intermediate Similarity NPC472853
0.8026 Intermediate Similarity NPC261616
0.8 Intermediate Similarity NPC476732
0.8 Intermediate Similarity NPC185465
0.8 Intermediate Similarity NPC199965
0.8 Intermediate Similarity NPC474954
0.7973 Intermediate Similarity NPC4209
0.7949 Intermediate Similarity NPC472740
0.7949 Intermediate Similarity NPC472743
0.7949 Intermediate Similarity NPC175410
0.7949 Intermediate Similarity NPC472744
0.7949 Intermediate Similarity NPC475726
0.7945 Intermediate Similarity NPC159325
0.7945 Intermediate Similarity NPC130011
0.7945 Intermediate Similarity NPC133922
0.7945 Intermediate Similarity NPC477930
0.7945 Intermediate Similarity NPC168511
0.7937 Intermediate Similarity NPC288296
0.7937 Intermediate Similarity NPC53245
0.7922 Intermediate Similarity NPC77311
0.7895 Intermediate Similarity NPC320144
0.7895 Intermediate Similarity NPC52951
0.7867 Intermediate Similarity NPC207010
0.7867 Intermediate Similarity NPC474404
0.7867 Intermediate Similarity NPC317913
0.7867 Intermediate Similarity NPC112463
0.7857 Intermediate Similarity NPC48079
0.7848 Intermediate Similarity NPC474233
0.7848 Intermediate Similarity NPC474482
0.7848 Intermediate Similarity NPC475745
0.7838 Intermediate Similarity NPC477934
0.7838 Intermediate Similarity NPC159789
0.7838 Intermediate Similarity NPC267753
0.7826 Intermediate Similarity NPC230047
0.7826 Intermediate Similarity NPC19311
0.7821 Intermediate Similarity NPC328007
0.7821 Intermediate Similarity NPC145143
0.7821 Intermediate Similarity NPC317066
0.7792 Intermediate Similarity NPC470609
0.7763 Intermediate Similarity NPC63020
0.7763 Intermediate Similarity NPC34046
0.7763 Intermediate Similarity NPC324700
0.7763 Intermediate Similarity NPC80089
0.7763 Intermediate Similarity NPC329117
0.7763 Intermediate Similarity NPC224802
0.7763 Intermediate Similarity NPC171426
0.775 Intermediate Similarity NPC201655
0.775 Intermediate Similarity NPC292553
0.7746 Intermediate Similarity NPC472741
0.7746 Intermediate Similarity NPC470956
0.7733 Intermediate Similarity NPC246445
0.7733 Intermediate Similarity NPC108840
0.7733 Intermediate Similarity NPC477932
0.7733 Intermediate Similarity NPC477933
0.7727 Intermediate Similarity NPC476735
0.7722 Intermediate Similarity NPC217559
0.7722 Intermediate Similarity NPC327451
0.7722 Intermediate Similarity NPC268578
0.7722 Intermediate Similarity NPC292458
0.7714 Intermediate Similarity NPC142712
0.7703 Intermediate Similarity NPC162164
0.7692 Intermediate Similarity NPC50658
0.7692 Intermediate Similarity NPC58631
0.7692 Intermediate Similarity NPC469745
0.7692 Intermediate Similarity NPC12933
0.7692 Intermediate Similarity NPC474105
0.7671 Intermediate Similarity NPC126642
0.7662 Intermediate Similarity NPC201276
0.7662 Intermediate Similarity NPC80891
0.7654 Intermediate Similarity NPC472738
0.7639 Intermediate Similarity NPC254037
0.7639 Intermediate Similarity NPC129829
0.7632 Intermediate Similarity NPC212661
0.7632 Intermediate Similarity NPC106078
0.7632 Intermediate Similarity NPC471035
0.7625 Intermediate Similarity NPC50438
0.7625 Intermediate Similarity NPC264665
0.7625 Intermediate Similarity NPC74595
0.7606 Intermediate Similarity NPC41542
0.7595 Intermediate Similarity NPC477936
0.7595 Intermediate Similarity NPC477935
0.7595 Intermediate Similarity NPC477858
0.7571 Intermediate Similarity NPC475943
0.7571 Intermediate Similarity NPC243469
0.7571 Intermediate Similarity NPC190827
0.7571 Intermediate Similarity NPC469791
0.7568 Intermediate Similarity NPC244708
0.7568 Intermediate Similarity NPC161187
0.7568 Intermediate Similarity NPC36310
0.7568 Intermediate Similarity NPC330659
0.7561 Intermediate Similarity NPC4643
0.7561 Intermediate Similarity NPC57469
0.7538 Intermediate Similarity NPC307063
0.7536 Intermediate Similarity NPC114891
0.7534 Intermediate Similarity NPC231945
0.7534 Intermediate Similarity NPC192192
0.7532 Intermediate Similarity NPC26029
0.7532 Intermediate Similarity NPC321690
0.7531 Intermediate Similarity NPC264317
0.7531 Intermediate Similarity NPC294438
0.75 Intermediate Similarity NPC20466
0.75 Intermediate Similarity NPC478228
0.747 Intermediate Similarity NPC474719

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473225 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
0.9385 High Similarity NPD5360 Phase 3
0.9385 High Similarity NPD5361 Clinical (unspecified phase)
0.8824 High Similarity NPD4789 Approved
0.8788 High Similarity NPD4224 Phase 2
0.8696 High Similarity NPD4809 Clinical (unspecified phase)
0.8696 High Similarity NPD6081 Approved
0.8696 High Similarity NPD4758 Discontinued
0.8696 High Similarity NPD4808 Clinical (unspecified phase)
0.8636 High Similarity NPD3171 Clinical (unspecified phase)
0.8551 High Similarity NPD4245 Approved
0.8551 High Similarity NPD4244 Approved
0.8406 Intermediate Similarity NPD3698 Phase 2
0.8406 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8406 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8243 Intermediate Similarity NPD5364 Discontinued
0.8194 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7973 Intermediate Similarity NPD6117 Approved
0.7867 Intermediate Similarity NPD6116 Phase 1
0.7838 Intermediate Similarity NPD3703 Phase 2
0.7838 Intermediate Similarity NPD3702 Approved
0.7763 Intermediate Similarity NPD6697 Approved
0.7763 Intermediate Similarity NPD6114 Approved
0.7763 Intermediate Similarity NPD6118 Approved
0.7763 Intermediate Similarity NPD6115 Approved
0.7722 Intermediate Similarity NPD4788 Approved
0.7671 Intermediate Similarity NPD5777 Approved
0.7532 Intermediate Similarity NPD3671 Phase 1
0.7531 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD4223 Phase 3
0.7375 Intermediate Similarity NPD4221 Approved
0.7317 Intermediate Similarity NPD5329 Approved
0.7308 Intermediate Similarity NPD3617 Approved
0.725 Intermediate Similarity NPD4139 Approved
0.725 Intermediate Similarity NPD4692 Approved
0.7195 Intermediate Similarity NPD4786 Approved
0.7195 Intermediate Similarity NPD4197 Approved
0.7162 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4787 Phase 1
0.7024 Intermediate Similarity NPD4688 Approved
0.7024 Intermediate Similarity NPD4693 Phase 3
0.7024 Intermediate Similarity NPD4689 Approved
0.7024 Intermediate Similarity NPD4690 Approved
0.7024 Intermediate Similarity NPD5205 Approved
0.7024 Intermediate Similarity NPD4138 Approved
0.7011 Intermediate Similarity NPD8034 Phase 2
0.7011 Intermediate Similarity NPD8035 Phase 2
0.6951 Remote Similarity NPD3667 Approved
0.6824 Remote Similarity NPD5690 Phase 2
0.6824 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6824 Remote Similarity NPD5280 Approved
0.6824 Remote Similarity NPD4694 Approved
0.6786 Remote Similarity NPD3666 Approved
0.6786 Remote Similarity NPD3133 Approved
0.6786 Remote Similarity NPD3665 Phase 1
0.6782 Remote Similarity NPD5328 Approved
0.6782 Remote Similarity NPD4753 Phase 2
0.6629 Remote Similarity NPD6079 Approved
0.6628 Remote Similarity NPD6098 Approved
0.6628 Remote Similarity NPD3618 Phase 1
0.6618 Remote Similarity NPD615 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4195 Approved
0.6556 Remote Similarity NPD6399 Phase 3
0.6556 Remote Similarity NPD4202 Approved
0.6538 Remote Similarity NPD4243 Approved
0.6477 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6083 Phase 2
0.6452 Remote Similarity NPD6084 Phase 2
0.6444 Remote Similarity NPD7515 Phase 2
0.6444 Remote Similarity NPD5281 Approved
0.6444 Remote Similarity NPD5284 Approved
0.6437 Remote Similarity NPD4519 Discontinued
0.6437 Remote Similarity NPD4623 Approved
0.6437 Remote Similarity NPD5279 Phase 3
0.6413 Remote Similarity NPD5210 Approved
0.6413 Remote Similarity NPD4629 Approved
0.641 Remote Similarity NPD4747 Approved
0.6404 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6080 Approved
0.6404 Remote Similarity NPD6904 Approved
0.6404 Remote Similarity NPD6673 Approved
0.6395 Remote Similarity NPD3668 Phase 3
0.6389 Remote Similarity NPD3198 Approved
0.6375 Remote Similarity NPD4785 Approved
0.6375 Remote Similarity NPD4784 Approved
0.6374 Remote Similarity NPD5133 Approved
0.6364 Remote Similarity NPD6705 Phase 1
0.6333 Remote Similarity NPD4096 Approved
0.6327 Remote Similarity NPD6920 Discontinued
0.631 Remote Similarity NPD4695 Discontinued
0.631 Remote Similarity NPD6928 Phase 2
0.631 Remote Similarity NPD7525 Registered
0.6308 Remote Similarity NPD343 Approved
0.6308 Remote Similarity NPD345 Approved
0.6308 Remote Similarity NPD344 Approved
0.6304 Remote Similarity NPD7748 Approved
0.6292 Remote Similarity NPD5208 Approved
0.6292 Remote Similarity NPD6672 Approved
0.6292 Remote Similarity NPD5737 Approved
0.6282 Remote Similarity NPD4137 Phase 3
0.6277 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD6409 Approved
0.625 Remote Similarity NPD5330 Approved
0.625 Remote Similarity NPD7521 Approved
0.625 Remote Similarity NPD6684 Approved
0.625 Remote Similarity NPD7334 Approved
0.625 Remote Similarity NPD7146 Approved
0.6237 Remote Similarity NPD5695 Phase 3
0.6224 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6211 Remote Similarity NPD5696 Approved
0.6203 Remote Similarity NPD4691 Approved
0.6173 Remote Similarity NPD5733 Approved
0.617 Remote Similarity NPD5220 Clinical (unspecified phase)
0.617 Remote Similarity NPD4697 Phase 3
0.617 Remote Similarity NPD5221 Approved
0.617 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4700 Approved
0.6146 Remote Similarity NPD5286 Approved
0.6146 Remote Similarity NPD5285 Approved
0.6146 Remote Similarity NPD8418 Phase 2
0.6146 Remote Similarity NPD4696 Approved
0.6111 Remote Similarity NPD4518 Approved
0.6111 Remote Similarity NPD6903 Approved
0.6105 Remote Similarity NPD5173 Approved
0.6105 Remote Similarity NPD7902 Approved
0.6098 Remote Similarity NPD5275 Approved
0.6098 Remote Similarity NPD4190 Phase 3
0.6098 Remote Similarity NPD6942 Approved
0.6098 Remote Similarity NPD7339 Approved
0.6087 Remote Similarity NPD5693 Phase 1
0.6087 Remote Similarity NPD6050 Approved
0.6082 Remote Similarity NPD5223 Approved
0.6071 Remote Similarity NPD4776 Phase 2
0.6071 Remote Similarity NPD4777 Suspended
0.6064 Remote Similarity NPD6356 Clinical (unspecified phase)
0.604 Remote Similarity NPD6415 Discontinued
0.602 Remote Similarity NPD5224 Approved
0.602 Remote Similarity NPD5225 Approved
0.602 Remote Similarity NPD5226 Approved
0.602 Remote Similarity NPD5091 Approved
0.602 Remote Similarity NPD4633 Approved
0.602 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD6402 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD7614 Phase 1
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD7128 Approved
0.5978 Remote Similarity NPD5207 Approved
0.5978 Remote Similarity NPD5692 Phase 3
0.5976 Remote Similarity NPD6926 Approved
0.5976 Remote Similarity NPD4687 Approved
0.5976 Remote Similarity NPD4058 Approved
0.5976 Remote Similarity NPD6924 Approved
0.5974 Remote Similarity NPD7341 Phase 2
0.596 Remote Similarity NPD5175 Approved
0.596 Remote Similarity NPD4754 Approved
0.596 Remote Similarity NPD5174 Approved
0.5957 Remote Similarity NPD6001 Approved
0.5926 Remote Similarity NPD5276 Approved
0.5915 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5914 Remote Similarity NPD5694 Approved
0.5909 Remote Similarity NPD634 Phase 3
0.5909 Remote Similarity NPD386 Approved
0.5909 Remote Similarity NPD388 Approved
0.59 Remote Similarity NPD5141 Approved
0.5897 Remote Similarity NPD375 Phase 2
0.5882 Remote Similarity NPD6881 Approved
0.5882 Remote Similarity NPD6899 Approved
0.5882 Remote Similarity NPD7320 Approved
0.5857 Remote Similarity NPD3186 Phase 1
0.5842 Remote Similarity NPD4768 Approved
0.5842 Remote Similarity NPD4767 Approved
0.5833 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6933 Approved
0.5825 Remote Similarity NPD6373 Approved
0.5825 Remote Similarity NPD6372 Approved
0.5824 Remote Similarity NPD3573 Approved
0.5814 Remote Similarity NPD7645 Phase 2
0.5789 Remote Similarity NPD7900 Approved
0.5789 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5784 Remote Similarity NPD6412 Phase 2
0.5784 Remote Similarity NPD5701 Approved
0.5784 Remote Similarity NPD5697 Approved
0.578 Remote Similarity NPD7610 Discontinued
0.5769 Remote Similarity NPD7102 Approved
0.5769 Remote Similarity NPD6883 Approved
0.5769 Remote Similarity NPD7290 Approved
0.5747 Remote Similarity NPD4748 Discontinued
0.5729 Remote Similarity NPD5654 Approved
0.5728 Remote Similarity NPD4730 Approved
0.5728 Remote Similarity NPD6011 Approved
0.5728 Remote Similarity NPD5128 Approved
0.5728 Remote Similarity NPD4729 Approved
0.5714 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6869 Approved
0.5714 Remote Similarity NPD6847 Approved
0.5714 Remote Similarity NPD6649 Approved
0.5714 Remote Similarity NPD8130 Phase 1
0.5714 Remote Similarity NPD6617 Approved

Structure

External Identifiers

PubChem CID   44421644
ChEMBL   CHEMBL374628
ZINC  

Physicochemical Properties

Molecular Weight:  442.38
ALogP:  2.7023
MLogP:  4.54
XLogP:  9.934
# Rotatable Bonds:  10
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  32

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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