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

Details

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Internal ID 82a68007-de72-4bfd-88fd-2aeb9a66b988
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,9S,10R,13S,14S,17S)-17-[(2S,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(CC(C=C(C)C)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C
SMILES (Isomeric) C[C@@H](C[C@H](C=C(C)C)O)[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
InChI InChI=1S/C30H50O2/c1-19(2)17-21(31)18-20(3)22-11-15-30(8)24-9-10-25-27(4,5)26(32)13-14-28(25,6)23(24)12-16-29(22,30)7/h9,17,20-23,25-26,31-32H,10-16,18H2,1-8H3/t20-,21-,22-,23+,25-,26-,28+,29-,30+/m0/s1
InChI Key XGDYZWWBMOUVPO-OBUYPBOPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O2
Molecular Weight 442.70 g/mol
Exact Mass 442.381080833 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 7.90
Atomic LogP (AlogP) 7.31
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5564 55.64%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5918 59.18%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8710 87.10%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7671 76.71%
P-glycoprotein inhibitior - 0.5948 59.48%
P-glycoprotein substrate - 0.6273 62.73%
CYP3A4 substrate + 0.6480 64.80%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8517 85.17%
CYP2C9 inhibition - 0.9270 92.70%
CYP2C19 inhibition - 0.8107 81.07%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.4457 44.57%
CYP inhibitory promiscuity - 0.5193 51.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5928 59.28%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9574 95.74%
Skin irritation + 0.5398 53.98%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7401 74.01%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6283 62.83%
skin sensitisation + 0.5137 51.37%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8350 83.50%
Acute Oral Toxicity (c) III 0.6859 68.59%
Estrogen receptor binding + 0.7899 78.99%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.7569 75.69%
Glucocorticoid receptor binding + 0.8165 81.65%
Aromatase binding + 0.6975 69.75%
PPAR gamma + 0.6115 61.15%
Honey bee toxicity - 0.7527 75.27%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9869 98.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.48% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.17% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.32% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.78% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.57% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.23% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.90% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.05% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.55% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.85% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.97% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.13% 93.00%

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.
Dysoxylum variabile
Paramignya monophylla

Cross-Links

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PubChem 163092654
LOTUS LTS0225842
wikiData Q105327534