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(6R)-6-[(3R,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3,4,5-tetrol

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 54d3507c-ba3c-4abe-b4b7-c562620da0a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (6R)-6-[(3R,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3,4,5-tetrol
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C)C(C(C(C(C)(C)O)O)O)O
SMILES (Isomeric) C[C@H]([C@@H]1CC[C@]2([C@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O)C)C)C)C(C(C(C(C)(C)O)O)O)O
InChI InChI=1S/C30H52O5/c1-17(23(32)24(33)25(34)27(4,5)35)18-11-15-30(8)20-9-10-21-26(2,3)22(31)13-14-28(21,6)19(20)12-16-29(18,30)7/h9,17-19,21-25,31-35H,10-16H2,1-8H3/t17-,18+,19+,21+,22-,23?,24?,25?,28-,29+,30-/m1/s1
InChI Key LHDJQZOTZGFAIP-SRPYFFJNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O5
Molecular Weight 492.70 g/mol
Exact Mass 492.38147475 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-6-[(3R,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3,4,5-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9835 98.35%
Caco-2 - 0.6176 61.76%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6315 63.15%
OATP2B1 inhibitior - 0.7188 71.88%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.8853 88.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.6105 61.05%
P-glycoprotein inhibitior - 0.6117 61.17%
P-glycoprotein substrate - 0.6363 63.63%
CYP3A4 substrate + 0.6511 65.11%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.9141 91.41%
CYP2C9 inhibition - 0.8360 83.60%
CYP2C19 inhibition - 0.7940 79.40%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.8508 85.08%
CYP2C8 inhibition + 0.4438 44.38%
CYP inhibitory promiscuity - 0.8973 89.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6192 61.92%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9488 94.88%
Skin irritation + 0.5732 57.32%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6832 68.32%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6033 60.33%
skin sensitisation - 0.7379 73.79%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8299 82.99%
Acute Oral Toxicity (c) I 0.6247 62.47%
Estrogen receptor binding + 0.6656 66.56%
Androgen receptor binding + 0.7468 74.68%
Thyroid receptor binding + 0.6459 64.59%
Glucocorticoid receptor binding + 0.7002 70.02%
Aromatase binding + 0.6471 64.71%
PPAR gamma + 0.5640 56.40%
Honey bee toxicity - 0.8062 80.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9865 98.65%

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 98.63% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.07% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.89% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.21% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.03% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.74% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.78% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.77% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.30% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.03% 85.31%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 83.46% 97.23%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.72% 98.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.06% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.82% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.32% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.66% 94.78%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.33% 97.29%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.21% 96.61%

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.
Cedrela fissilis

Cross-Links

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PubChem 163025217
LOTUS LTS0051084
wikiData Q105151697