Natural Product: NPC174956

Natural Product ID:  NPC174956
Common Name:   Xenitorin C
IUPAC Name:   (1S,4R,4aS,6S,8aR)-1,6-dimethyl-4-prop-1-en-2-yl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-ol
Synonyms:   Xenitorin C
Molecular Formula:   C15H24O
Standard InCHIKey:  NQKWUNQUPNPCCJ-LXFSFDBISA-N
Standard InCHI:  InChI=1S/C15H24O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h7-8,11-14,16H,1,5-6,9H2,2-4H3/t11-,12-,13-,14+,15-/m0/s1
Canonical SMILES:  C[C@H]1CC[C@@H]2[C@@H](C1)[C@@H](C=C[C@]2(C)O)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
NPO32497 xenia puerto-galerae Species NA NA PMID[12502327]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 > 50 ug/ml 16933866
NPT81 Cell Line A549 Homo sapiens ED50 > 50 ug/ml 22676269

  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 NPC174956 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
0.9194 High Similarity NPC279434
0.9016 High Similarity NPC81615
0.8889 High Similarity NPC202017
0.8852 High Similarity NPC194208
0.8852 High Similarity NPC79576
0.8852 High Similarity NPC282694
0.8507 High Similarity NPC23954
0.8485 Intermediate Similarity NPC474248
0.8462 Intermediate Similarity NPC171225
0.8387 Intermediate Similarity NPC66020
0.8382 Intermediate Similarity NPC265485
0.8382 Intermediate Similarity NPC220939
0.8358 Intermediate Similarity NPC34834
0.8333 Intermediate Similarity NPC96484
0.8333 Intermediate Similarity NPC39068
0.8333 Intermediate Similarity NPC179024
0.8276 Intermediate Similarity NPC179169
0.8276 Intermediate Similarity NPC157781
0.8276 Intermediate Similarity NPC181255
0.8276 Intermediate Similarity NPC306195
0.8276 Intermediate Similarity NPC35519
0.8254 Intermediate Similarity NPC41160
0.8254 Intermediate Similarity NPC469728
0.8209 Intermediate Similarity NPC471560
0.8103 Intermediate Similarity NPC26906
0.8103 Intermediate Similarity NPC214584
0.8095 Intermediate Similarity NPC240506
0.8095 Intermediate Similarity NPC135648
0.8088 Intermediate Similarity NPC475728
0.8033 Intermediate Similarity NPC264779
0.803 Intermediate Similarity NPC267027
0.8028 Intermediate Similarity NPC472305
0.8028 Intermediate Similarity NPC265588
0.8 Intermediate Similarity NPC201048
0.8 Intermediate Similarity NPC107540
0.8 Intermediate Similarity NPC323424
0.8 Intermediate Similarity NPC96793
0.8 Intermediate Similarity NPC476366
0.7941 Intermediate Similarity NPC473893
0.7941 Intermediate Similarity NPC476431
0.7917 Intermediate Similarity NPC34110
0.7917 Intermediate Similarity NPC91594
0.791 Intermediate Similarity NPC197805
0.791 Intermediate Similarity NPC114651
0.791 Intermediate Similarity NPC68703
0.791 Intermediate Similarity NPC69649
0.7887 Intermediate Similarity NPC32832
0.7887 Intermediate Similarity NPC133580
0.7869 Intermediate Similarity NPC130209
0.7869 Intermediate Similarity NPC148216
0.7869 Intermediate Similarity NPC148163
0.7857 Intermediate Similarity NPC130665
0.7812 Intermediate Similarity NPC176621
0.7808 Intermediate Similarity NPC83351
0.7808 Intermediate Similarity NPC167891
0.7808 Intermediate Similarity NPC471409
0.7808 Intermediate Similarity NPC179028
0.7808 Intermediate Similarity NPC275494
0.7794 Intermediate Similarity NPC471238
0.7794 Intermediate Similarity NPC208999
0.7794 Intermediate Similarity NPC94192
0.7778 Intermediate Similarity NPC189290
0.7778 Intermediate Similarity NPC474769
0.7778 Intermediate Similarity NPC7629
0.7778 Intermediate Similarity NPC253190
0.7778 Intermediate Similarity NPC151622
0.7778 Intermediate Similarity NPC247325
0.7778 Intermediate Similarity NPC470749
0.7778 Intermediate Similarity NPC244488
0.7761 Intermediate Similarity NPC476039
0.7761 Intermediate Similarity NPC476406
0.7761 Intermediate Similarity NPC286669
0.7761 Intermediate Similarity NPC222366
0.7733 Intermediate Similarity NPC264245
0.7727 Intermediate Similarity NPC300593
0.7714 Intermediate Similarity NPC471272
0.7714 Intermediate Similarity NPC164022
0.7714 Intermediate Similarity NPC242992
0.7703 Intermediate Similarity NPC170394
0.7692 Intermediate Similarity NPC207007
0.7692 Intermediate Similarity NPC321867
0.7692 Intermediate Similarity NPC68679
0.7671 Intermediate Similarity NPC266193
0.7671 Intermediate Similarity NPC132542
0.7671 Intermediate Similarity NPC470711
0.7671 Intermediate Similarity NPC470758
0.7671 Intermediate Similarity NPC257666
0.7667 Intermediate Similarity NPC68014
0.7667 Intermediate Similarity NPC177112
0.7667 Intermediate Similarity NPC71506
0.7667 Intermediate Similarity NPC40417
0.7667 Intermediate Similarity NPC294358
0.7632 Intermediate Similarity NPC87489
0.7632 Intermediate Similarity NPC49964
0.7612 Intermediate Similarity NPC163678
0.7612 Intermediate Similarity NPC64123
0.7612 Intermediate Similarity NPC258595
0.7606 Intermediate Similarity NPC259049
0.7606 Intermediate Similarity NPC474743
0.7606 Intermediate Similarity NPC182717
0.7606 Intermediate Similarity NPC471799
0.7606 Intermediate Similarity NPC35656
0.76 Intermediate Similarity NPC164840
0.76 Intermediate Similarity NPC234193
0.76 Intermediate Similarity NPC472301
0.76 Intermediate Similarity NPC209944
0.76 Intermediate Similarity NPC241290
0.7571 Intermediate Similarity NPC145498
0.7571 Intermediate Similarity NPC92801
0.7536 Intermediate Similarity NPC32055
0.7536 Intermediate Similarity NPC216460
0.75 Intermediate Similarity NPC47761
0.75 Intermediate Similarity NPC326310
0.75 Intermediate Similarity NPC249423
0.75 Intermediate Similarity NPC475724
0.75 Intermediate Similarity NPC306727
0.75 Intermediate Similarity NPC476646
0.75 Intermediate Similarity NPC149680
0.75 Intermediate Similarity NPC471797
0.7467 Intermediate Similarity NPC209430
0.7467 Intermediate Similarity NPC28862
0.7467 Intermediate Similarity NPC81306
0.7467 Intermediate Similarity NPC47982
0.7467 Intermediate Similarity NPC109546
0.7467 Intermediate Similarity NPC233295
0.7467 Intermediate Similarity NPC143182
0.7467 Intermediate Similarity NPC84694
0.7467 Intermediate Similarity NPC30986
0.7465 Intermediate Similarity NPC242001
0.7465 Intermediate Similarity NPC110799
0.7465 Intermediate Similarity NPC477792
0.7465 Intermediate Similarity NPC471268
0.7465 Intermediate Similarity NPC471271
0.7465 Intermediate Similarity NPC167706
0.7463 Intermediate Similarity NPC68656
0.746 Intermediate Similarity NPC274396
0.7436 Intermediate Similarity NPC238485
0.7436 Intermediate Similarity NPC205845
0.7436 Intermediate Similarity NPC231310
0.7432 Intermediate Similarity NPC477426
0.7432 Intermediate Similarity NPC74995
0.7432 Intermediate Similarity NPC477425
0.7432 Intermediate Similarity NPC477427
0.7432 Intermediate Similarity NPC474826
0.7429 Intermediate Similarity NPC9942
0.7424 Intermediate Similarity NPC225342
0.7424 Intermediate Similarity NPC210346
0.7403 Intermediate Similarity NPC224455
0.7403 Intermediate Similarity NPC218616
0.7403 Intermediate Similarity NPC296701
0.7403 Intermediate Similarity NPC50964
0.7397 Intermediate Similarity NPC476795
0.7391 Intermediate Similarity NPC88454
0.7391 Intermediate Similarity NPC101307
0.7391 Intermediate Similarity NPC117607
0.7391 Intermediate Similarity NPC82337
0.7368 Intermediate Similarity NPC96362
0.7368 Intermediate Similarity NPC295131
0.7361 Intermediate Similarity NPC247586
0.7361 Intermediate Similarity NPC474140
0.7353 Intermediate Similarity NPC471200
0.7344 Intermediate Similarity NPC278550
0.7342 Intermediate Similarity NPC274448
0.7333 Intermediate Similarity NPC476314
0.7333 Intermediate Similarity NPC329773
0.7333 Intermediate Similarity NPC11908
0.7333 Intermediate Similarity NPC131623
0.7333 Intermediate Similarity NPC474216
0.7308 Intermediate Similarity NPC470384
0.7308 Intermediate Similarity NPC57370
0.7308 Intermediate Similarity NPC475789
0.7308 Intermediate Similarity NPC474634
0.7302 Intermediate Similarity NPC232247
0.7302 Intermediate Similarity NPC218525
0.7302 Intermediate Similarity NPC251666
0.7297 Intermediate Similarity NPC186554
0.7297 Intermediate Similarity NPC134330
0.7297 Intermediate Similarity NPC470362
0.7297 Intermediate Similarity NPC113733
0.7297 Intermediate Similarity NPC263582
0.7297 Intermediate Similarity NPC76966
0.7297 Intermediate Similarity NPC129165
0.7288 Intermediate Similarity NPC100445
0.7286 Intermediate Similarity NPC160209
0.7286 Intermediate Similarity NPC245795
0.7286 Intermediate Similarity NPC266578
0.7286 Intermediate Similarity NPC276616
0.7286 Intermediate Similarity NPC476945
0.7273 Intermediate Similarity NPC226068
0.7273 Intermediate Similarity NPC209620
0.7273 Intermediate Similarity NPC23852
0.7273 Intermediate Similarity NPC323153
0.726 Intermediate Similarity NPC469534
0.726 Intermediate Similarity NPC469533
0.726 Intermediate Similarity NPC91858
0.726 Intermediate Similarity NPC22134
0.726 Intermediate Similarity NPC243342
0.726 Intermediate Similarity NPC100334
0.726 Intermediate Similarity NPC469593
0.726 Intermediate Similarity NPC477138

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC174956 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
0.7869 Intermediate Similarity NPD342 Phase 1
0.7746 Intermediate Similarity NPD4785 Approved
0.7746 Intermediate Similarity NPD4784 Approved
0.7714 Intermediate Similarity NPD4243 Approved
0.7692 Intermediate Similarity NPD368 Approved
0.7397 Intermediate Similarity NPD5275 Approved
0.7397 Intermediate Similarity NPD4190 Phase 3
0.725 Intermediate Similarity NPD4623 Approved
0.725 Intermediate Similarity NPD4519 Discontinued
0.7237 Intermediate Similarity NPD4195 Approved
0.7162 Intermediate Similarity NPD7339 Approved
0.7162 Intermediate Similarity NPD8264 Approved
0.7162 Intermediate Similarity NPD6942 Approved
0.7067 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6883 Remote Similarity NPD7322 Clinical (unspecified phase)
0.68 Remote Similarity NPD6926 Approved
0.68 Remote Similarity NPD6924 Approved
0.6795 Remote Similarity NPD7645 Phase 2
0.675 Remote Similarity NPD4223 Phase 3
0.675 Remote Similarity NPD4221 Approved
0.6709 Remote Similarity NPD6931 Approved
0.6709 Remote Similarity NPD7332 Phase 2
0.6709 Remote Similarity NPD7514 Phase 3
0.6709 Remote Similarity NPD7525 Registered
0.6709 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD4219 Approved
0.6627 Remote Similarity NPD5690 Phase 2
0.6623 Remote Similarity NPD6933 Approved
0.6622 Remote Similarity NPD7144 Approved
0.6622 Remote Similarity NPD7143 Approved
0.6585 Remote Similarity NPD4197 Approved
0.6582 Remote Similarity NPD6929 Approved
0.6543 Remote Similarity NPD3667 Approved
0.6533 Remote Similarity NPD7152 Approved
0.6533 Remote Similarity NPD7150 Approved
0.6533 Remote Similarity NPD7151 Approved
0.6506 Remote Similarity NPD5329 Approved
0.65 Remote Similarity NPD4695 Discontinued
0.6486 Remote Similarity NPD6923 Approved
0.6486 Remote Similarity NPD6922 Approved
0.6463 Remote Similarity NPD6695 Phase 3
0.6456 Remote Similarity NPD7145 Approved
0.6429 Remote Similarity NPD4694 Approved
0.6429 Remote Similarity NPD4689 Approved
0.6429 Remote Similarity NPD5205 Approved
0.6429 Remote Similarity NPD4688 Approved
0.6429 Remote Similarity NPD4693 Phase 3
0.6429 Remote Similarity NPD4690 Approved
0.6429 Remote Similarity NPD5280 Approved
0.6429 Remote Similarity NPD4138 Approved
0.642 Remote Similarity NPD6902 Approved
0.6386 Remote Similarity NPD4786 Approved
0.6386 Remote Similarity NPD3666 Approved
0.6386 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6386 Remote Similarity NPD3665 Phase 1
0.6386 Remote Similarity NPD3133 Approved
0.6329 Remote Similarity NPD6925 Approved
0.6329 Remote Similarity NPD5776 Phase 2
0.6329 Remote Similarity NPD6932 Approved
0.631 Remote Similarity NPD6893 Approved
0.6301 Remote Similarity NPD7331 Phase 2
0.6296 Remote Similarity NPD7509 Discontinued
0.6296 Remote Similarity NPD4748 Discontinued
0.6279 Remote Similarity NPD4722 Approved
0.6279 Remote Similarity NPD4723 Approved
0.625 Remote Similarity NPD5281 Approved
0.625 Remote Similarity NPD3617 Approved
0.625 Remote Similarity NPD5284 Approved
0.6235 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6235 Remote Similarity NPD3618 Phase 1
0.622 Remote Similarity NPD4139 Approved
0.622 Remote Similarity NPD6898 Phase 1
0.622 Remote Similarity NPD4692 Approved
0.6207 Remote Similarity NPD4753 Phase 2
0.6197 Remote Similarity NPD4194 Approved
0.6197 Remote Similarity NPD4192 Approved
0.6197 Remote Similarity NPD4193 Approved
0.6197 Remote Similarity NPD4191 Approved
0.6167 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6164 Remote Similarity NPD7341 Phase 2
0.6163 Remote Similarity NPD7524 Approved
0.6163 Remote Similarity NPD7750 Discontinued
0.6129 Remote Similarity NPD386 Approved
0.6129 Remote Similarity NPD388 Approved
0.6118 Remote Similarity NPD1696 Phase 3
0.6067 Remote Similarity NPD6079 Approved
0.6047 Remote Similarity NPD5279 Phase 3
0.6044 Remote Similarity NPD5210 Approved
0.6044 Remote Similarity NPD4629 Approved
0.6026 Remote Similarity NPD4732 Discontinued
0.6023 Remote Similarity NPD5328 Approved
0.6023 Remote Similarity NPD6051 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD5779 Approved
0.6 Remote Similarity NPD5778 Approved
0.6 Remote Similarity NPD1346 Approved
0.5977 Remote Similarity NPD3573 Approved
0.5976 Remote Similarity NPD6683 Phase 2
0.5955 Remote Similarity NPD4096 Approved
0.5921 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4518 Approved
0.5904 Remote Similarity NPD4820 Approved
0.5904 Remote Similarity NPD4819 Approved
0.5904 Remote Similarity NPD4822 Approved
0.5904 Remote Similarity NPD4821 Approved
0.5889 Remote Similarity NPD7515 Phase 2
0.5889 Remote Similarity NPD7087 Discontinued
0.5876 Remote Similarity NPD5141 Approved
0.587 Remote Similarity NPD5695 Phase 3
0.5862 Remote Similarity NPD319 Phase 1
0.5862 Remote Similarity NPD6098 Approved
0.5844 Remote Similarity NPD15 Approved
0.5844 Remote Similarity NPD4137 Phase 3
0.5844 Remote Similarity NPD791 Approved
0.5843 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5833 Remote Similarity NPD1145 Discontinued
0.5824 Remote Similarity NPD6399 Phase 3
0.5824 Remote Similarity NPD5133 Approved
0.5806 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5221 Approved
0.5806 Remote Similarity NPD5222 Approved
0.5789 Remote Similarity NPD5285 Approved
0.5789 Remote Similarity NPD7639 Approved
0.5789 Remote Similarity NPD7640 Approved
0.5789 Remote Similarity NPD5286 Approved
0.5789 Remote Similarity NPD4696 Approved
0.5789 Remote Similarity NPD6404 Discontinued
0.5781 Remote Similarity NPD385 Approved
0.5781 Remote Similarity NPD384 Approved
0.5778 Remote Similarity NPD4001 Clinical (unspecified phase)
0.5778 Remote Similarity NPD5207 Approved
0.5775 Remote Similarity NPD287 Approved
0.5773 Remote Similarity NPD5700 Clinical (unspecified phase)
0.5769 Remote Similarity NPD4691 Approved
0.5769 Remote Similarity NPD4747 Approved
0.5765 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5761 Remote Similarity NPD7748 Approved
0.5761 Remote Similarity NPD5771 Approved
0.575 Remote Similarity NPD4687 Approved
0.575 Remote Similarity NPD4058 Approved
0.5747 Remote Similarity NPD1694 Approved
0.5745 Remote Similarity NPD6084 Phase 2
0.5745 Remote Similarity NPD4755 Approved
0.5745 Remote Similarity NPD6083 Phase 2
0.5745 Remote Similarity NPD5173 Approved
0.573 Remote Similarity NPD5208 Approved
0.5729 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD5693 Phase 1
0.5698 Remote Similarity NPD5332 Approved
0.5698 Remote Similarity NPD5331 Approved
0.5698 Remote Similarity NPD5362 Discontinued
0.5698 Remote Similarity NPD4788 Approved
0.5684 Remote Similarity NPD4225 Approved
0.5684 Remote Similarity NPD7638 Approved
0.5684 Remote Similarity NPD5290 Discontinued
0.5684 Remote Similarity NPD5696 Approved
0.5682 Remote Similarity NPD5330 Approved
0.5682 Remote Similarity NPD7146 Approved
0.5682 Remote Similarity NPD6684 Approved
0.5682 Remote Similarity NPD7521 Approved
0.5682 Remote Similarity NPD6409 Approved
0.5682 Remote Similarity NPD7334 Approved
0.567 Remote Similarity NPD5225 Approved
0.567 Remote Similarity NPD5224 Approved
0.567 Remote Similarity NPD5226 Approved
0.567 Remote Similarity NPD5091 Approved
0.567 Remote Similarity NPD4633 Approved
0.5667 Remote Similarity NPD6101 Approved
0.5667 Remote Similarity NPD6080 Approved
0.5667 Remote Similarity NPD6673 Approved
0.5667 Remote Similarity NPD6904 Approved
0.5667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5663 Remote Similarity NPD4271 Approved
0.5663 Remote Similarity NPD4268 Approved
0.5663 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5647 Remote Similarity NPD4790 Discontinued
0.5638 Remote Similarity NPD4697 Phase 3
0.5625 Remote Similarity NPD4700 Approved
0.5625 Remote Similarity NPD4265 Approved
0.5612 Remote Similarity NPD5175 Approved
0.5612 Remote Similarity NPD5174 Approved
0.5606 Remote Similarity NPD8262 Approved
0.5604 Remote Similarity NPD5692 Phase 3
0.5604 Remote Similarity NPD7136 Phase 2

Structure

External Identifiers

PubChem CID   11106905
ChEMBL   CHEMBL519086
ZINC  

Physicochemical Properties

Molecular Weight:  220.18
ALogP:  1.2799
MLogP:  3
XLogP:  4.179
# Rotatable Bonds:  5
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  16

Download Data

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