Natural Product: NPC71755

Natural Product ID:  NPC71755
Common Name:   (5R)-2,6,9-Humulatrien-5-Ol-8-One
IUPAC Name:   (2E,4R,6E,10E)-4-hydroxy-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
Synonyms:  
Molecular Formula:   C15H22O2
Standard InCHIKey:  NBVYFPSAUFQMAK-XVCAIJIUSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-11-5-7-15(3,4)8-6-14(17)12(2)10-13(16)9-11/h5-6,8,10,13,16H,7,9H2,1-4H3/b8-6+,11-5+,12-10+/t13-/m1/s1
Canonical SMILES:  C/C/1=CCC(C)(C)/C=C/C(=O)/C(=C/[C@@H](C1)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
NPO12458 Zingiber aromaticum Species Zingiberaceae Eukaryota PMID[15270556]
NPO12458 Zingiber aromaticum Species Zingiberaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens IC50 = 35500 nM 15270556
NPT110 Individual Protein Cytochrome P450 2D6 Homo sapiens IC50 > 100000 nM 15270556

  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 NPC71755 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
0.8364 Intermediate Similarity NPC35756
0.8254 Intermediate Similarity NPC106613
0.8 Intermediate Similarity NPC225974
0.7966 Intermediate Similarity NPC268185
0.7879 Intermediate Similarity NPC286154
0.7846 Intermediate Similarity NPC117804
0.7818 Intermediate Similarity NPC267110
0.7761 Intermediate Similarity NPC474884
0.7759 Intermediate Similarity NPC189677
0.7759 Intermediate Similarity NPC474127
0.7742 Intermediate Similarity NPC260573
0.7679 Intermediate Similarity NPC20934
0.7679 Intermediate Similarity NPC288381
0.7627 Intermediate Similarity NPC317899
0.7586 Intermediate Similarity NPC217188
0.7571 Intermediate Similarity NPC203277
0.7547 Intermediate Similarity NPC216921
0.7536 Intermediate Similarity NPC144995
0.7536 Intermediate Similarity NPC227814
0.75 Intermediate Similarity NPC472808
0.75 Intermediate Similarity NPC324224
0.75 Intermediate Similarity NPC95863
0.7465 Intermediate Similarity NPC476007
0.746 Intermediate Similarity NPC269737
0.7429 Intermediate Similarity NPC474885
0.7424 Intermediate Similarity NPC269985
0.7391 Intermediate Similarity NPC186042
0.7391 Intermediate Similarity NPC323437
0.7391 Intermediate Similarity NPC29542
0.7391 Intermediate Similarity NPC201562
0.7368 Intermediate Similarity NPC474460
0.7361 Intermediate Similarity NPC279532
0.7344 Intermediate Similarity NPC473737
0.726 Intermediate Similarity NPC19900
0.7206 Intermediate Similarity NPC10758
0.7206 Intermediate Similarity NPC250928
0.7167 Intermediate Similarity NPC300121
0.7164 Intermediate Similarity NPC122627
0.7123 Intermediate Similarity NPC475994
0.7121 Intermediate Similarity NPC7940
0.7121 Intermediate Similarity NPC273600
0.7097 Intermediate Similarity NPC135863
0.7069 Intermediate Similarity NPC118788
0.7067 Intermediate Similarity NPC474980
0.7059 Intermediate Similarity NPC309466
0.7049 Intermediate Similarity NPC471239
0.7042 Intermediate Similarity NPC215050
0.7042 Intermediate Similarity NPC114727
0.7042 Intermediate Similarity NPC476590
0.7015 Intermediate Similarity NPC472072
0.7015 Intermediate Similarity NPC475555
0.7015 Intermediate Similarity NPC475675
0.7 Intermediate Similarity NPC67076
0.7 Intermediate Similarity NPC319163
0.7 Intermediate Similarity NPC316185
0.6986 Remote Similarity NPC203403
0.6984 Remote Similarity NPC471619
0.6984 Remote Similarity NPC254095
0.6984 Remote Similarity NPC223679
0.6974 Remote Similarity NPC38796
0.6974 Remote Similarity NPC158411
0.6964 Remote Similarity NPC140501
0.6957 Remote Similarity NPC236208
0.6957 Remote Similarity NPC475982
0.6957 Remote Similarity NPC136473
0.6949 Remote Similarity NPC474495
0.6949 Remote Similarity NPC473672
0.6935 Remote Similarity NPC48891
0.6923 Remote Similarity NPC26810
0.6923 Remote Similarity NPC64985
0.6923 Remote Similarity NPC55376
0.6923 Remote Similarity NPC228574
0.6923 Remote Similarity NPC294304
0.6909 Remote Similarity NPC116934
0.6901 Remote Similarity NPC316851
0.6883 Remote Similarity NPC161045
0.6875 Remote Similarity NPC322186
0.6875 Remote Similarity NPC97570
0.6866 Remote Similarity NPC96414
0.6866 Remote Similarity NPC282760
0.6866 Remote Similarity NPC19769
0.6857 Remote Similarity NPC59558
0.6857 Remote Similarity NPC318766
0.6857 Remote Similarity NPC107848
0.6825 Remote Similarity NPC283502
0.6825 Remote Similarity NPC293437
0.6825 Remote Similarity NPC193975
0.6825 Remote Similarity NPC129150
0.6825 Remote Similarity NPC249850
0.6818 Remote Similarity NPC190049
0.6812 Remote Similarity NPC474823
0.6806 Remote Similarity NPC474545
0.6806 Remote Similarity NPC315843
0.68 Remote Similarity NPC136033
0.6792 Remote Similarity NPC29091
0.6792 Remote Similarity NPC182840
0.6792 Remote Similarity NPC103213
0.6792 Remote Similarity NPC255042
0.6786 Remote Similarity NPC6963
0.6786 Remote Similarity NPC304079
0.678 Remote Similarity NPC221467
0.678 Remote Similarity NPC328784
0.678 Remote Similarity NPC291437
0.6774 Remote Similarity NPC329686
0.6774 Remote Similarity NPC227135
0.6769 Remote Similarity NPC471081
0.6765 Remote Similarity NPC146811
0.6765 Remote Similarity NPC137163
0.6765 Remote Similarity NPC201356
0.6757 Remote Similarity NPC86917
0.6757 Remote Similarity NPC471061
0.6757 Remote Similarity NPC82666
0.6757 Remote Similarity NPC97173
0.6727 Remote Similarity NPC180871
0.6727 Remote Similarity NPC67761
0.6727 Remote Similarity NPC194586
0.6727 Remote Similarity NPC51758
0.6727 Remote Similarity NPC68889
0.6727 Remote Similarity NPC88079
0.6727 Remote Similarity NPC209279
0.6727 Remote Similarity NPC108494
0.6721 Remote Similarity NPC61177
0.6721 Remote Similarity NPC474496
0.6719 Remote Similarity NPC281195
0.6719 Remote Similarity NPC155025
0.6719 Remote Similarity NPC181872
0.6719 Remote Similarity NPC226848
0.6716 Remote Similarity NPC475221
0.6714 Remote Similarity NPC475004
0.6714 Remote Similarity NPC151481
0.6714 Remote Similarity NPC471022
0.6714 Remote Similarity NPC143396
0.6712 Remote Similarity NPC263698
0.6712 Remote Similarity NPC474011
0.6712 Remote Similarity NPC315552
0.6711 Remote Similarity NPC471514
0.6709 Remote Similarity NPC11804
0.6667 Remote Similarity NPC56917
0.6667 Remote Similarity NPC160628
0.6667 Remote Similarity NPC275098
0.6667 Remote Similarity NPC153660
0.6667 Remote Similarity NPC96962
0.6667 Remote Similarity NPC59408
0.6667 Remote Similarity NPC215745
0.6667 Remote Similarity NPC151782
0.6667 Remote Similarity NPC168407
0.6667 Remote Similarity NPC238948
0.6667 Remote Similarity NPC231739
0.6667 Remote Similarity NPC71053
0.6667 Remote Similarity NPC151648
0.6667 Remote Similarity NPC263732
0.6667 Remote Similarity NPC12815
0.6667 Remote Similarity NPC43053
0.6623 Remote Similarity NPC6663
0.6622 Remote Similarity NPC469646
0.662 Remote Similarity NPC202011
0.6618 Remote Similarity NPC470123
0.6618 Remote Similarity NPC471565
0.6615 Remote Similarity NPC278202
0.6615 Remote Similarity NPC38455
0.6615 Remote Similarity NPC82465
0.6615 Remote Similarity NPC302564
0.6615 Remote Similarity NPC86789
0.6615 Remote Similarity NPC322002
0.6615 Remote Similarity NPC122239
0.6615 Remote Similarity NPC318306
0.661 Remote Similarity NPC153538
0.6582 Remote Similarity NPC219966
0.6579 Remote Similarity NPC291260
0.6579 Remote Similarity NPC281138
0.6579 Remote Similarity NPC308038
0.6575 Remote Similarity NPC227396
0.6575 Remote Similarity NPC107654
0.6571 Remote Similarity NPC469688
0.6571 Remote Similarity NPC469679
0.6567 Remote Similarity NPC2328
0.6567 Remote Similarity NPC68110
0.6562 Remote Similarity NPC294938
0.6562 Remote Similarity NPC472445
0.6557 Remote Similarity NPC46565
0.6557 Remote Similarity NPC229046
0.6557 Remote Similarity NPC137396
0.6552 Remote Similarity NPC87137
0.6552 Remote Similarity NPC308331
0.6545 Remote Similarity NPC269823
0.6538 Remote Similarity NPC279186
0.6533 Remote Similarity NPC262747
0.6533 Remote Similarity NPC149550
0.6533 Remote Similarity NPC211279
0.6533 Remote Similarity NPC85105
0.6533 Remote Similarity NPC473536
0.6528 Remote Similarity NPC293114
0.6522 Remote Similarity NPC37382
0.6515 Remote Similarity NPC258788
0.6515 Remote Similarity NPC99487
0.6515 Remote Similarity NPC327112
0.6515 Remote Similarity NPC130953
0.6508 Remote Similarity NPC297280
0.6508 Remote Similarity NPC251666
0.6508 Remote Similarity NPC298299

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC71755 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
0.6964 Remote Similarity NPD4265 Approved
0.661 Remote Similarity NPD4220 Pre-registration
0.6515 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6282 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6234 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4732 Discontinued
0.6212 Remote Similarity NPD585 Clinical (unspecified phase)
0.6197 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4193 Approved
0.6176 Remote Similarity NPD4192 Approved
0.6176 Remote Similarity NPD4194 Approved
0.6176 Remote Similarity NPD4191 Approved
0.6176 Remote Similarity NPD368 Approved
0.6154 Remote Similarity NPD4219 Approved
0.6118 Remote Similarity NPD5785 Approved
0.6098 Remote Similarity NPD5363 Approved
0.6098 Remote Similarity NPD1696 Phase 3
0.6053 Remote Similarity NPD8264 Approved
0.6034 Remote Similarity NPD9411 Phase 1
0.6 Remote Similarity NPD342 Phase 1
0.5976 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5897 Remote Similarity NPD4756 Discovery
0.5893 Remote Similarity NPD5783 Phase 3
0.5875 Remote Similarity NPD4252 Approved
0.5873 Remote Similarity NPD6927 Phase 3
0.5857 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5854 Remote Similarity NPD6110 Phase 1
0.5846 Remote Similarity NPD539 Approved
0.5833 Remote Similarity NPD39 Approved
0.5833 Remote Similarity NPD4222 Approved
0.5833 Remote Similarity NPD9090 Phase 3
0.5823 Remote Similarity NPD4268 Approved
0.5823 Remote Similarity NPD4271 Approved
0.5823 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5821 Remote Similarity NPD8779 Phase 3
0.5763 Remote Similarity NPD5326 Phase 3
0.5758 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5735 Remote Similarity NPD6109 Phase 1
0.5732 Remote Similarity NPD4269 Approved
0.5732 Remote Similarity NPD4270 Approved
0.5732 Remote Similarity NPD5209 Approved
0.5694 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5679 Remote Similarity NPD7514 Phase 3
0.5679 Remote Similarity NPD4819 Approved
0.5679 Remote Similarity NPD7332 Phase 2
0.5679 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5679 Remote Similarity NPD4821 Approved
0.5679 Remote Similarity NPD4822 Approved
0.5679 Remote Similarity NPD4820 Approved
0.5667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5663 Remote Similarity NPD7154 Phase 3
0.5663 Remote Similarity NPD5362 Discontinued
0.5663 Remote Similarity NPD5331 Approved
0.5663 Remote Similarity NPD5332 Approved
0.5634 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7145 Approved
0.5616 Remote Similarity NPD7331 Phase 2
0.5616 Remote Similarity NPD3704 Approved
0.5616 Remote Similarity NPD6108 Clinical (unspecified phase)
0.561 Remote Similarity NPD6902 Approved
0.561 Remote Similarity NPD4790 Discontinued

Structure

External Identifiers

PubChem CID   11310871
ChEMBL   CHEMBL469850
ZINC  

Physicochemical Properties

Molecular Weight:  234.16
ALogP:  2.7128
MLogP:  2.89
XLogP:  2.746
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  17

Download Data

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Similar NPs/Drugs