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(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(4E)-6-hydroxy-6-methylhepta-1,4-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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 d503c6d3-02ef-4d79-8649-265dff0fb89b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(4E)-6-hydroxy-6-methylhepta-1,4-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC4C(=C)CC=CC(C)(C)O)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C(=C)C/C=C/C(C)(C)O
InChI InChI=1S/C30H50O2/c1-20(10-9-16-26(2,3)32)21-13-18-29(7)22(21)11-12-24-28(6)17-15-25(31)27(4,5)23(28)14-19-30(24,29)8/h9,16,21-25,31-32H,1,10-15,17-19H2,2-8H3/b16-9+/t21-,22-,23+,24-,25+,28+,29-,30-/m1/s1
InChI Key HSBKLMIYIQJQRR-IHSJTJJSSA-N
Popularity 3 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 8.40
Atomic LogP (AlogP) 7.31
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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CHEMBL39909
SCHEMBL8740726
HSBKLMIYIQJQRR-IHSJTJJSSA-N
(23E)-20,23-Dammaradiene-3beta,25-diol

2D Structure

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2D Structure of (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(4E)-6-hydroxy-6-methylhepta-1,4-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-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 + 0.9969 99.69%
Caco-2 - 0.5799 57.99%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4758 47.58%
OATP2B1 inhibitior - 0.7197 71.97%
OATP1B1 inhibitior + 0.8993 89.93%
OATP1B3 inhibitior + 0.8695 86.95%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8900 89.00%
P-glycoprotein inhibitior - 0.5542 55.42%
P-glycoprotein substrate - 0.8482 84.82%
CYP3A4 substrate + 0.6955 69.55%
CYP2C9 substrate - 0.7657 76.57%
CYP2D6 substrate - 0.7563 75.63%
CYP3A4 inhibition - 0.7968 79.68%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.7885 78.85%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8874 88.74%
CYP2C8 inhibition + 0.5202 52.02%
CYP inhibitory promiscuity - 0.5600 56.00%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6374 63.74%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9342 93.42%
Skin irritation + 0.5158 51.58%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7113 71.13%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation + 0.5538 55.38%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8491 84.91%
Acute Oral Toxicity (c) I 0.5667 56.67%
Estrogen receptor binding + 0.8325 83.25%
Androgen receptor binding + 0.7385 73.85%
Thyroid receptor binding + 0.6539 65.39%
Glucocorticoid receptor binding + 0.8080 80.80%
Aromatase binding + 0.7038 70.38%
PPAR gamma + 0.5440 54.40%
Honey bee toxicity - 0.7078 70.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9930 99.30%

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
CHEMBL240 Q12809 HERG 96.67% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.06% 97.25%
CHEMBL233 P35372 Mu opioid receptor 95.10% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.96% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.96% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 92.15% 92.98%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.22% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.85% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.02% 94.75%
CHEMBL206 P03372 Estrogen receptor alpha 85.59% 97.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.28% 96.09%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.57% 99.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.25% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 83.63% 92.97%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 82.86% 96.09%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 82.71% 92.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.69% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.43% 96.95%
CHEMBL2581 P07339 Cathepsin D 82.03% 98.95%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.94% 85.49%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.61% 90.08%
CHEMBL204 P00734 Thrombin 81.41% 96.01%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 81.03% 82.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.81% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.79% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.48% 91.03%

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.
Santolina oblongifolia
Vatica harmandiana

Cross-Links

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PubChem 44285137
NPASS NPC218616
ChEMBL CHEMBL39909
LOTUS LTS0025913
wikiData Q105032938