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

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 d14a311e-4503-4b41-b39c-d2968ec276bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,12,17-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4(C(C)(CC=CC(C)(C)O)O)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@H]2C[C@H]([C@@H]4[C@]3(CC[C@]4([C@](C)(C/C=C/C(C)(C)O)O)O)C)O)C)(C)C)O
InChI InChI=1S/C30H52O5/c1-24(2,33)12-9-13-29(8,34)30(35)17-16-28(7)23(30)19(31)18-21-26(5)14-11-22(32)25(3,4)20(26)10-15-27(21,28)6/h9,12,19-23,31-35H,10-11,13-18H2,1-8H3/b12-9+/t19-,20+,21+,22+,23-,26+,27-,28-,29+,30+/m1/s1
InChI Key XLMGQIWAQRLJOD-DMDPLUFTSA-N
Popularity 1 reference 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 4.30
Atomic LogP (AlogP) 4.59
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9683 96.83%
Caco-2 - 0.7025 70.25%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5618 56.18%
OATP2B1 inhibitior - 0.7180 71.80%
OATP1B1 inhibitior + 0.8703 87.03%
OATP1B3 inhibitior + 0.9333 93.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7970 79.70%
P-glycoprotein inhibitior - 0.5315 53.15%
P-glycoprotein substrate - 0.7427 74.27%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate - 0.7725 77.25%
CYP3A4 inhibition - 0.8449 84.49%
CYP2C9 inhibition - 0.8730 87.30%
CYP2C19 inhibition - 0.7429 74.29%
CYP2D6 inhibition - 0.9608 96.08%
CYP1A2 inhibition - 0.8261 82.61%
CYP2C8 inhibition - 0.5912 59.12%
CYP inhibitory promiscuity - 0.9051 90.51%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.7061 70.61%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9355 93.55%
Skin irritation + 0.5672 56.72%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3621 36.21%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.7442 74.42%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7457 74.57%
Acute Oral Toxicity (c) I 0.5739 57.39%
Estrogen receptor binding + 0.7978 79.78%
Androgen receptor binding + 0.6776 67.76%
Thyroid receptor binding + 0.6602 66.02%
Glucocorticoid receptor binding + 0.7287 72.87%
Aromatase binding + 0.7343 73.43%
PPAR gamma + 0.5835 58.35%
Honey bee toxicity - 0.7265 72.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9805 98.05%

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 97.92% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 96.51% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 92.48% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.13% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.81% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.24% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.37% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 87.87% 97.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.27% 91.03%
CHEMBL206 P03372 Estrogen receptor alpha 86.71% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.34% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.95% 100.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 83.49% 95.42%
CHEMBL233 P35372 Mu opioid receptor 82.92% 97.93%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.88% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.87% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.77% 90.24%
CHEMBL259 P32245 Melanocortin receptor 4 81.58% 95.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.77% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.64% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.61% 95.50%

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 162891869
LOTUS LTS0052757
wikiData Q105330067