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(3R,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

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 9a1e025c-1efe-4065-bde2-bba1c3ece695
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)O
SMILES (Isomeric) CC(=C)[C@@H](CC[C@@](C)([C@H]1CC[C@@]2([C@H]1[C@@H](C[C@@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O)C)C)O)C)O)O
InChI InChI=1S/C30H52O4/c1-18(2)20(31)10-16-30(8,34)19-9-14-29(7)25(19)21(32)17-23-27(5)13-12-24(33)26(3,4)22(27)11-15-28(23,29)6/h19-25,31-34H,1,9-17H2,2-8H3/t19-,20+,21+,22-,23-,24+,25+,27-,28+,29+,30-/m0/s1
InChI Key CZGYKNXFDCANHD-DSNMAYEBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H52O4
Molecular Weight 476.70 g/mol
Exact Mass 476.38656014 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 - 0.6709 67.09%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5683 56.83%
OATP2B1 inhibitior - 0.5727 57.27%
OATP1B1 inhibitior + 0.8794 87.94%
OATP1B3 inhibitior + 0.8099 80.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5869 58.69%
P-glycoprotein inhibitior - 0.6323 63.23%
P-glycoprotein substrate - 0.6428 64.28%
CYP3A4 substrate + 0.6961 69.61%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.7321 73.21%
CYP2C9 inhibition - 0.9234 92.34%
CYP2C19 inhibition - 0.8970 89.70%
CYP2D6 inhibition - 0.9526 95.26%
CYP1A2 inhibition - 0.9364 93.64%
CYP2C8 inhibition - 0.6191 61.91%
CYP inhibitory promiscuity - 0.7063 70.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7115 71.15%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9074 90.74%
Skin irritation + 0.5824 58.24%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.7215 72.15%
Human Ether-a-go-go-Related Gene inhibition + 0.6556 65.56%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7641 76.41%
skin sensitisation - 0.5630 56.30%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7678 76.78%
Acute Oral Toxicity (c) I 0.6606 66.06%
Estrogen receptor binding + 0.6540 65.40%
Androgen receptor binding + 0.7361 73.61%
Thyroid receptor binding + 0.6172 61.72%
Glucocorticoid receptor binding + 0.6947 69.47%
Aromatase binding + 0.7526 75.26%
PPAR gamma + 0.6323 63.23%
Honey bee toxicity - 0.6058 60.58%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.95% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.48% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.38% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.59% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.89% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.69% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.58% 95.58%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.49% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 87.66% 97.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.51% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.48% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.43% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.28% 97.21%
CHEMBL237 P41145 Kappa opioid receptor 84.20% 98.10%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.76% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.73% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.66% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.30% 92.86%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 81.28% 95.42%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.62% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.47% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.36% 97.14%

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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 162975107
LOTUS LTS0108932
wikiData Q104972780