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(1S,4S,5R,8R,9S,10S,11R,13R,14R,16S,17S,18R)-16-chloro-9,10,11-trihydroxy-9-(hydroxymethyl)-4,5,13,20,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one

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 ff10f82d-ba8a-4fe8-a70f-717d53ce2771
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,4S,5R,8R,9S,10S,11R,13R,14R,16S,17S,18R)-16-chloro-9,10,11-trihydroxy-9-(hydroxymethyl)-4,5,13,20,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one
SMILES (Canonical) CC1(CCC23CCC4(C5(CCC6C(C5CC(C4(C2C1)OC3=O)Cl)(CC(C(C6(CO)O)O)O)C)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1C[C@@H]([C@@]45[C@]2(CC[C@@]6([C@H]4CC(CC6)(C)C)C(=O)O5)C)Cl)(C[C@H]([C@@H]([C@]3(CO)O)O)O)C
InChI InChI=1S/C29H45ClO6/c1-23(2)8-10-27-11-9-26(5)25(4)7-6-17-24(3,13-16(32)21(33)28(17,35)15-31)18(25)12-20(30)29(26,19(27)14-23)36-22(27)34/h16-21,31-33,35H,6-15H2,1-5H3/t16-,17-,18-,19-,20+,21+,24+,25-,26+,27+,28-,29-/m1/s1
InChI Key VVDVOHROVZWTRE-NBZWCVAISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H45ClO6
Molecular Weight 525.10 g/mol
Exact Mass 524.2904668 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.79
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,5R,8R,9S,10S,11R,13R,14R,16S,17S,18R)-16-chloro-9,10,11-trihydroxy-9-(hydroxymethyl)-4,5,13,20,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9337 93.37%
Caco-2 - 0.7392 73.92%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6792 67.92%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.8107 81.07%
OATP1B3 inhibitior + 0.9094 90.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6640 66.40%
P-glycoprotein inhibitior - 0.5964 59.64%
P-glycoprotein substrate - 0.7044 70.44%
CYP3A4 substrate + 0.7290 72.90%
CYP2C9 substrate - 0.8003 80.03%
CYP2D6 substrate - 0.8198 81.98%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.7907 79.07%
CYP2C19 inhibition - 0.8199 81.99%
CYP2D6 inhibition - 0.9224 92.24%
CYP1A2 inhibition - 0.8420 84.20%
CYP2C8 inhibition - 0.5817 58.17%
CYP inhibitory promiscuity - 0.9170 91.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8638 86.38%
Carcinogenicity (trinary) Non-required 0.5694 56.94%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9406 94.06%
Skin irritation - 0.6272 62.72%
Skin corrosion - 0.9189 91.89%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4318 43.18%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5048 50.48%
skin sensitisation - 0.8806 88.06%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7732 77.32%
Acute Oral Toxicity (c) III 0.5379 53.79%
Estrogen receptor binding + 0.6696 66.96%
Androgen receptor binding + 0.7599 75.99%
Thyroid receptor binding + 0.5876 58.76%
Glucocorticoid receptor binding + 0.6931 69.31%
Aromatase binding + 0.7355 73.55%
PPAR gamma + 0.5721 57.21%
Honey bee toxicity - 0.7087 70.87%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9785 97.85%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.86% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.66% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.86% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.38% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.93% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.93% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.94% 82.69%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.51% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.36% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.07% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 87.84% 95.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.16% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.06% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.30% 95.89%
CHEMBL3012 Q13946 Phosphodiesterase 7A 84.59% 99.29%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.36% 96.38%
CHEMBL2581 P07339 Cathepsin D 83.58% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.04% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.75% 89.05%
CHEMBL226 P30542 Adenosine A1 receptor 82.16% 95.93%

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.
Actinidia chinensis

Cross-Links

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PubChem 163025057
LOTUS LTS0030605
wikiData Q105297610