Natural Product: NPC20210

Natural Product ID:  NPC20210
Common Name:   Caraphenol B
IUPAC Name:   [(1R,2R,3R)-2-(3,5-dihydroxyphenyl)-4,6-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methanone
Synonyms:   Caraphenol B
Molecular Formula:   C28H22O7
Standard InCHIKey:  NNTKNQXSDDQTKC-WEWMWRJBSA-N
Standard InCHI:  InChI=1S/C28H22O7/c29-17-5-1-14(2-6-17)24-25(16-9-19(31)11-20(32)10-16)27(22-12-21(33)13-23(34)26(22)24)28(35)15-3-7-18(30)8-4-15/h1-13,24-25,27,29-34H/t24-,25+,27-/m0/s1
Canonical SMILES:  Oc1ccc(cc1)C(=O)[C@H]1c2cc(O)cc(c2[C@H]([C@H]1c1cc(O)cc(c1)O)c1ccc(cc1)O)O
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
NPO28914 Caragana sinica Species Fabaceae Eukaryota PMID[22209460]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 43100 nM 11809072
NPT1 Others Radical scavenging activity IC50 = 73900 nM 8277308

  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 NPC20210 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
0.8936 High Similarity NPC313047
0.8936 High Similarity NPC295712
0.8936 High Similarity NPC474203
0.8936 High Similarity NPC451542
0.8803 High Similarity NPC174905
0.8803 High Similarity NPC293545
0.8779 High Similarity NPC120172
0.8777 High Similarity NPC474110
0.8777 High Similarity NPC44960
0.8741 High Similarity NPC92624
0.8732 High Similarity NPC137649
0.8723 High Similarity NPC169452
0.8723 High Similarity NPC181560
0.8696 High Similarity NPC44437
0.8696 High Similarity NPC282780
0.8696 High Similarity NPC166480
0.8676 High Similarity NPC259942
0.8662 High Similarity NPC106519
0.8662 High Similarity NPC91019
0.8662 High Similarity NPC246638
0.8662 High Similarity NPC477275
0.8652 High Similarity NPC242994
0.8652 High Similarity NPC138099
0.8647 High Similarity NPC97578
0.8626 High Similarity NPC248363
0.8621 High Similarity NPC85393
0.8621 High Similarity NPC110882
0.8621 High Similarity NPC271944
0.8611 High Similarity NPC227841
0.8601 High Similarity NPC193555
0.8571 High Similarity NPC191976
0.8562 High Similarity NPC37709
0.8551 High Similarity NPC175738
0.855 High Similarity NPC159525
0.8542 High Similarity NPC296752
0.8519 High Similarity NPC145659
0.8519 High Similarity NPC8745
0.8519 High Similarity NPC9292
0.8511 High Similarity NPC471905
0.8511 High Similarity NPC476393
0.8511 High Similarity NPC290030
0.8511 High Similarity NPC53206
0.8511 High Similarity NPC53414
0.8507 High Similarity NPC13238
0.8489 Intermediate Similarity NPC267205
0.8483 Intermediate Similarity NPC10764
0.8473 Intermediate Similarity NPC158222
0.8472 Intermediate Similarity NPC103752
0.8467 Intermediate Similarity NPC109123
0.8462 Intermediate Similarity NPC96421
0.8456 Intermediate Similarity NPC35
0.8446 Intermediate Similarity NPC477221
0.8444 Intermediate Similarity NPC477454
0.8444 Intermediate Similarity NPC10926
0.844 Intermediate Similarity NPC254847
0.8435 Intermediate Similarity NPC290194
0.8425 Intermediate Similarity NPC471524
0.8425 Intermediate Similarity NPC471473
0.8425 Intermediate Similarity NPC12402
0.8425 Intermediate Similarity NPC471523
0.8394 Intermediate Similarity NPC473017
0.8392 Intermediate Similarity NPC472903
0.8382 Intermediate Similarity NPC473691
0.838 Intermediate Similarity NPC62272
0.8369 Intermediate Similarity NPC477596
0.8358 Intermediate Similarity NPC32032
0.8358 Intermediate Similarity NPC133909
0.8345 Intermediate Similarity NPC135524
0.8345 Intermediate Similarity NPC19631
0.8345 Intermediate Similarity NPC257644
0.8345 Intermediate Similarity NPC239136
0.8345 Intermediate Similarity NPC18714
0.8333 Intermediate Similarity NPC474998
0.8333 Intermediate Similarity NPC477276
0.8333 Intermediate Similarity NPC203063
0.8322 Intermediate Similarity NPC473622
0.8321 Intermediate Similarity NPC266689
0.8321 Intermediate Similarity NPC103356
0.8321 Intermediate Similarity NPC72158
0.8321 Intermediate Similarity NPC30501
0.8321 Intermediate Similarity NPC105157
0.8321 Intermediate Similarity NPC100067
0.8321 Intermediate Similarity NPC190043
0.8321 Intermediate Similarity NPC169250
0.8321 Intermediate Similarity NPC23126
0.8321 Intermediate Similarity NPC98254
0.8321 Intermediate Similarity NPC162612
0.8311 Intermediate Similarity NPC17101
0.8311 Intermediate Similarity NPC52161
0.8311 Intermediate Similarity NPC162751
0.8311 Intermediate Similarity NPC77903
0.831 Intermediate Similarity NPC118919
0.8298 Intermediate Similarity NPC472262
0.8298 Intermediate Similarity NPC477594
0.8298 Intermediate Similarity NPC161964
0.8298 Intermediate Similarity NPC287604
0.8288 Intermediate Similarity NPC471682
0.8284 Intermediate Similarity NPC143427
0.8284 Intermediate Similarity NPC196976
0.8284 Intermediate Similarity NPC73532
0.8284 Intermediate Similarity NPC242895
0.8284 Intermediate Similarity NPC156139
0.8284 Intermediate Similarity NPC115159
0.8284 Intermediate Similarity NPC224273
0.8284 Intermediate Similarity NPC45438
0.8284 Intermediate Similarity NPC267552
0.8284 Intermediate Similarity NPC19174
0.8276 Intermediate Similarity NPC472904
0.8276 Intermediate Similarity NPC305845
0.8276 Intermediate Similarity NPC204045
0.8273 Intermediate Similarity NPC17840
0.8273 Intermediate Similarity NPC247477
0.8264 Intermediate Similarity NPC190457
0.8264 Intermediate Similarity NPC143438
0.8261 Intermediate Similarity NPC96024
0.8261 Intermediate Similarity NPC21305
0.8261 Intermediate Similarity NPC221777
0.8255 Intermediate Similarity NPC152233
0.8255 Intermediate Similarity NPC290695
0.8255 Intermediate Similarity NPC106524
0.8248 Intermediate Similarity NPC267846
0.8248 Intermediate Similarity NPC62952
0.8231 Intermediate Similarity NPC193703
0.8231 Intermediate Similarity NPC21599
0.8222 Intermediate Similarity NPC91478
0.8219 Intermediate Similarity NPC49108
0.8219 Intermediate Similarity NPC73061
0.8219 Intermediate Similarity NPC474961
0.8214 Intermediate Similarity NPC238168
0.8214 Intermediate Similarity NPC237424
0.8214 Intermediate Similarity NPC474517
0.8214 Intermediate Similarity NPC93015
0.8214 Intermediate Similarity NPC72669
0.8209 Intermediate Similarity NPC297186
0.8205 Intermediate Similarity NPC477239
0.8205 Intermediate Similarity NPC3448
0.8201 Intermediate Similarity NPC303910
0.8201 Intermediate Similarity NPC276238
0.8194 Intermediate Similarity NPC13715
0.8188 Intermediate Similarity NPC107672
0.8188 Intermediate Similarity NPC176130
0.8188 Intermediate Similarity NPC209959
0.8188 Intermediate Similarity NPC116513
0.8188 Intermediate Similarity NPC261271
0.8188 Intermediate Similarity NPC69424
0.8188 Intermediate Similarity NPC84672
0.8188 Intermediate Similarity NPC475348
0.8188 Intermediate Similarity NPC78364
0.8182 Intermediate Similarity NPC264112
0.8182 Intermediate Similarity NPC194764
0.8182 Intermediate Similarity NPC65005
0.8176 Intermediate Similarity NPC34482
0.8176 Intermediate Similarity NPC471683
0.817 Intermediate Similarity NPC254351
0.817 Intermediate Similarity NPC226656
0.817 Intermediate Similarity NPC66508
0.8169 Intermediate Similarity NPC475088
0.8168 Intermediate Similarity NPC322197
0.8163 Intermediate Similarity NPC238629
0.8156 Intermediate Similarity NPC135801
0.8151 Intermediate Similarity NPC290550
0.8148 Intermediate Similarity NPC120545
0.8146 Intermediate Similarity NPC205766
0.8143 Intermediate Similarity NPC147757
0.8143 Intermediate Similarity NPC233056
0.8143 Intermediate Similarity NPC244441
0.8143 Intermediate Similarity NPC26697
0.8138 Intermediate Similarity NPC472368
0.8138 Intermediate Similarity NPC162939
0.8134 Intermediate Similarity NPC69006
0.8133 Intermediate Similarity NPC106328
0.8133 Intermediate Similarity NPC472841
0.8133 Intermediate Similarity NPC35150
0.8133 Intermediate Similarity NPC216624
0.8129 Intermediate Similarity NPC179898
0.8129 Intermediate Similarity NPC95537
0.8125 Intermediate Similarity NPC24394
0.8125 Intermediate Similarity NPC213603
0.8125 Intermediate Similarity NPC53001
0.8125 Intermediate Similarity NPC477592
0.8121 Intermediate Similarity NPC51513
0.8121 Intermediate Similarity NPC202112
0.8121 Intermediate Similarity NPC470570
0.8117 Intermediate Similarity NPC137100
0.8112 Intermediate Similarity NPC283088
0.8112 Intermediate Similarity NPC290803
0.8108 Intermediate Similarity NPC244691
0.8108 Intermediate Similarity NPC471906
0.8108 Intermediate Similarity NPC48762
0.8102 Intermediate Similarity NPC199273
0.8101 Intermediate Similarity NPC474591
0.8099 Intermediate Similarity NPC225051
0.8099 Intermediate Similarity NPC213485
0.8099 Intermediate Similarity NPC473665
0.8099 Intermediate Similarity NPC139074
0.8099 Intermediate Similarity NPC40524
0.8095 Intermediate Similarity NPC26238
0.8095 Intermediate Similarity NPC469520
0.8095 Intermediate Similarity NPC477209
0.8095 Intermediate Similarity NPC85310

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC20210 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
0.8611 High Similarity NPD7390 Discontinued
0.844 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.838 Intermediate Similarity NPD5404 Approved
0.838 Intermediate Similarity NPD5405 Approved
0.838 Intermediate Similarity NPD5408 Approved
0.838 Intermediate Similarity NPD5406 Approved
0.8156 Intermediate Similarity NPD943 Approved
0.8043 Intermediate Similarity NPD1470 Approved
0.8015 Intermediate Similarity NPD1201 Approved
0.7905 Intermediate Similarity NPD3750 Approved
0.7868 Intermediate Similarity NPD3019 Approved
0.7834 Intermediate Similarity NPD3749 Approved
0.7808 Intermediate Similarity NPD1510 Phase 2
0.7808 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7762 Intermediate Similarity NPD3764 Approved
0.7737 Intermediate Similarity NPD2932 Approved
0.7697 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD6959 Discontinued
0.7655 Intermediate Similarity NPD1240 Approved
0.7595 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3748 Approved
0.7551 Intermediate Similarity NPD1607 Approved
0.7533 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD1549 Phase 2
0.7532 Intermediate Similarity NPD7819 Suspended
0.75 Intermediate Similarity NPD7473 Discontinued
0.7468 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD4380 Phase 2
0.745 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD7768 Phase 2
0.7429 Intermediate Similarity NPD3023 Approved
0.7429 Intermediate Similarity NPD3026 Approved
0.7423 Intermediate Similarity NPD6232 Discontinued
0.741 Intermediate Similarity NPD3024 Approved
0.741 Intermediate Similarity NPD3025 Approved
0.7405 Intermediate Similarity NPD7411 Suspended
0.7403 Intermediate Similarity NPD1511 Approved
0.7343 Intermediate Similarity NPD1876 Approved
0.7324 Intermediate Similarity NPD9269 Phase 2
0.732 Intermediate Similarity NPD7003 Approved
0.7312 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1512 Approved
0.7305 Intermediate Similarity NPD5844 Phase 1
0.7292 Intermediate Similarity NPD1164 Approved
0.7286 Intermediate Similarity NPD9268 Approved
0.7286 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD6099 Approved
0.7285 Intermediate Similarity NPD2796 Approved
0.7285 Intermediate Similarity NPD6100 Approved
0.7261 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7199 Phase 2
0.7255 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD1934 Approved
0.7244 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6166 Phase 2
0.7229 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD3300 Phase 2
0.7222 Intermediate Similarity NPD3882 Suspended
0.7219 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD1465 Phase 2
0.7205 Intermediate Similarity NPD2801 Approved
0.7197 Intermediate Similarity NPD6273 Approved
0.7185 Intermediate Similarity NPD4750 Phase 3
0.7178 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD2935 Discontinued
0.717 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4908 Phase 1
0.7134 Intermediate Similarity NPD2533 Approved
0.7134 Intermediate Similarity NPD2534 Approved
0.7134 Intermediate Similarity NPD2532 Approved
0.7124 Intermediate Similarity NPD2344 Approved
0.7114 Intermediate Similarity NPD6663 Approved
0.7099 Intermediate Similarity NPD1242 Phase 1
0.7091 Intermediate Similarity NPD5494 Approved
0.7075 Intermediate Similarity NPD5736 Approved
0.7073 Intermediate Similarity NPD7075 Discontinued
0.7063 Intermediate Similarity NPD7458 Discontinued
0.7055 Intermediate Similarity NPD8438 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD846 Approved
0.7045 Intermediate Similarity NPD940 Approved
0.7041 Intermediate Similarity NPD3818 Discontinued
0.702 Intermediate Similarity NPD230 Phase 1
0.7007 Intermediate Similarity NPD2798 Approved
0.7 Intermediate Similarity NPD6020 Phase 2
0.6994 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6993 Remote Similarity NPD4059 Approved
0.6987 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6987 Remote Similarity NPD8166 Discontinued
0.6972 Remote Similarity NPD3091 Approved
0.6966 Remote Similarity NPD4878 Approved
0.6962 Remote Similarity NPD6799 Approved
0.6957 Remote Similarity NPD3226 Approved
0.6951 Remote Similarity NPD4288 Approved
0.6943 Remote Similarity NPD2309 Approved
0.6939 Remote Similarity NPD3094 Phase 2
0.6933 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3268 Approved
0.6923 Remote Similarity NPD2800 Approved
0.6914 Remote Similarity NPD6599 Discontinued
0.6912 Remote Similarity NPD2342 Discontinued
0.6905 Remote Similarity NPD7229 Phase 3
0.6901 Remote Similarity NPD7610 Discontinued
0.6897 Remote Similarity NPD3092 Approved
0.6894 Remote Similarity NPD3020 Approved
0.6893 Remote Similarity NPD4287 Approved
0.6883 Remote Similarity NPD2799 Discontinued
0.6863 Remote Similarity NPD6651 Approved
0.6861 Remote Similarity NPD9266 Approved
0.6861 Remote Similarity NPD74 Approved
0.686 Remote Similarity NPD7074 Phase 3
0.6855 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6853 Remote Similarity NPD9545 Approved
0.6849 Remote Similarity NPD3972 Approved
0.6848 Remote Similarity NPD3817 Phase 2
0.6842 Remote Similarity NPD7177 Discontinued
0.6839 Remote Similarity NPD1551 Phase 2
0.6835 Remote Similarity NPD6190 Approved
0.6829 Remote Similarity NPD6801 Discontinued
0.6829 Remote Similarity NPD37 Approved
0.6824 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6824 Remote Similarity NPD2797 Approved
0.6812 Remote Similarity NPD3022 Approved
0.6812 Remote Similarity NPD3021 Approved
0.6809 Remote Similarity NPD5951 Approved
0.6802 Remote Similarity NPD7054 Approved
0.68 Remote Similarity NPD8312 Approved
0.68 Remote Similarity NPD8313 Approved
0.6795 Remote Similarity NPD2346 Discontinued
0.6792 Remote Similarity NPD7236 Approved
0.6788 Remote Similarity NPD9267 Approved
0.6788 Remote Similarity NPD9264 Approved
0.6788 Remote Similarity NPD9263 Approved
0.6782 Remote Similarity NPD6559 Discontinued
0.6781 Remote Similarity NPD1610 Phase 2
0.6772 Remote Similarity NPD4628 Phase 3
0.6772 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6765 Remote Similarity NPD3926 Phase 2
0.6763 Remote Similarity NPD7472 Approved
0.6759 Remote Similarity NPD3095 Discontinued
0.6759 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6755 Remote Similarity NPD4625 Phase 3
0.6747 Remote Similarity NPD5402 Approved
0.6743 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6735 Remote Similarity NPD1608 Approved
0.6733 Remote Similarity NPD2861 Phase 2
0.6728 Remote Similarity NPD5403 Approved
0.6726 Remote Similarity NPD6234 Discontinued
0.6724 Remote Similarity NPD6797 Phase 2
0.6723 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6722 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6713 Remote Similarity NPD9493 Approved
0.6711 Remote Similarity NPD1203 Approved
0.6709 Remote Similarity NPD1243 Approved
0.6707 Remote Similarity NPD4965 Approved
0.6707 Remote Similarity NPD4967 Phase 2
0.6707 Remote Similarity NPD4966 Approved
0.6705 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6704 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7251 Discontinued
0.6685 Remote Similarity NPD8150 Discontinued
0.6667 Remote Similarity NPD8032 Phase 2
0.6667 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2859 Approved
0.6667 Remote Similarity NPD2860 Approved
0.6667 Remote Similarity NPD4308 Phase 3
0.6667 Remote Similarity NPD7635 Approved
0.6648 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6648 Remote Similarity NPD7808 Phase 3
0.6647 Remote Similarity NPD5978 Approved
0.6647 Remote Similarity NPD3751 Discontinued
0.6647 Remote Similarity NPD8127 Discontinued
0.6647 Remote Similarity NPD5977 Approved
0.6644 Remote Similarity NPD1283 Approved
0.6625 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6608 Remote Similarity NPD5711 Approved
0.6608 Remote Similarity NPD5710 Approved
0.6608 Remote Similarity NPD3787 Discontinued
0.6605 Remote Similarity NPD5401 Approved
0.6601 Remote Similarity NPD2313 Discontinued
0.66 Remote Similarity NPD3266 Approved
0.66 Remote Similarity NPD3267 Approved
0.6591 Remote Similarity NPD2933 Approved
0.6591 Remote Similarity NPD7685 Pre-registration
0.6591 Remote Similarity NPD2934 Approved
0.6587 Remote Similarity NPD5761 Phase 2
0.6587 Remote Similarity NPD5760 Phase 2
0.6585 Remote Similarity NPD7239 Suspended
0.6584 Remote Similarity NPD643 Clinical (unspecified phase)
0.6579 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6577 Remote Similarity NPD4749 Approved

Structure

External Identifiers

PubChem CID   484754
ChEMBL   CHEMBL1939066
ZINC  

Physicochemical Properties

Molecular Weight:  470.14
ALogP:  -3.3027
MLogP:  3.77
XLogP:  3.199
# Rotatable Bonds:  10
Polar Surface Area:  138.45
# H-Bond Aceptor:  1
# H-Bond Donor:  6
# Rings:  5
# Heavy Atoms:  35

Download Data

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Structure MOL file  
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Biological Activities  
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