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(1S,2S,4S,5R,6S,11R,14R,15S,18S,22R,23R)-9-hydroxy-6,10,14,15,22-pentamethyl-21-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacos-9-ene-8,25-dione

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7d65a684-5bd4-462f-95df-ea0f75059d0d
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (1S,2S,4S,5R,6S,11R,14R,15S,18S,22R,23R)-9-hydroxy-6,10,14,15,22-pentamethyl-21-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacos-9-ene-8,25-dione
SMILES (Canonical) CC1C2C3(CCC1=C)CCC4(C2(C5C(O5)C6C4(CCC7C6(CC(=O)C(=C7C)O)C)C)OC3=O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@]3(CCC1=C)CC[C@@]4([C@@]2([C@@H]5[C@@H](O5)[C@H]6[C@]4(CC[C@@H]7[C@@]6(CC(=O)C(=C7C)O)C)C)OC3=O)C
InChI InChI=1S/C29H38O5/c1-14-7-10-28-12-11-27(6)26(5)9-8-17-16(3)19(31)18(30)13-25(17,4)22(26)20-23(33-20)29(27,34-24(28)32)21(28)15(14)2/h15,17,20-23,31H,1,7-13H2,2-6H3/t15-,17-,20-,21+,22+,23-,25-,26+,27-,28-,29+/m0/s1
InChI Key DXNXAKSJOVZGFH-CNGKNZMKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H38O5
Molecular Weight 466.60 g/mol
Exact Mass 466.27192431 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.30
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5R,6S,11R,14R,15S,18S,22R,23R)-9-hydroxy-6,10,14,15,22-pentamethyl-21-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacos-9-ene-8,25-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9787 97.87%
Caco-2 - 0.5789 57.89%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7378 73.78%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8022 80.22%
OATP1B3 inhibitior + 0.8445 84.45%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5624 56.24%
BSEP inhibitior + 0.8238 82.38%
P-glycoprotein inhibitior + 0.5805 58.05%
P-glycoprotein substrate - 0.5342 53.42%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.6188 61.88%
CYP2C9 inhibition - 0.7980 79.80%
CYP2C19 inhibition - 0.8179 81.79%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.5248 52.48%
CYP2C8 inhibition + 0.4840 48.40%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5086 50.86%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9278 92.78%
Skin irritation + 0.5311 53.11%
Skin corrosion - 0.8841 88.41%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6456 64.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6658 66.58%
skin sensitisation - 0.8040 80.40%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.8325 83.25%
Acute Oral Toxicity (c) III 0.3836 38.36%
Estrogen receptor binding + 0.7350 73.50%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.6153 61.53%
Glucocorticoid receptor binding + 0.8618 86.18%
Aromatase binding + 0.8418 84.18%
PPAR gamma + 0.5837 58.37%
Honey bee toxicity - 0.7635 76.35%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9964 99.64%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 93.95% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.82% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.39% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.60% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.05% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.43% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.75% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.28% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.30% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.58% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.73% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.38% 93.40%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.30% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.09% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.88% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.27% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.27% 82.69%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.03% 98.46%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.80% 85.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.61% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.57% 90.71%
CHEMBL259 P32245 Melanocortin receptor 4 81.56% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.18% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.94% 93.00%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 80.78% 97.88%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Isodon adenanthus

Cross-Links

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PubChem 101136418
LOTUS LTS0069598
wikiData Q104991088