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(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,9-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 93435843-5c29-4b70-9b99-65289b98ceba
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,9-diol
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)O
InChI InChI=1S/C29H48O2/c1-18(2)19-10-15-29(31)17-16-27(6)20(24(19)29)8-9-22-26(5)13-12-23(30)25(3,4)21(26)11-14-28(22,27)7/h19-24,30-31H,1,8-17H2,2-7H3/t19-,20+,21-,22+,23-,24+,26-,27+,28+,29+/m0/s1
InChI Key QMYGTTSPVRKRJP-UGWIBKDRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 7.70
Atomic LogP (AlogP) 6.75
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,9-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 - 0.5463 54.63%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4940 49.40%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.9313 93.13%
OATP1B3 inhibitior - 0.2792 27.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6829 68.29%
P-glycoprotein inhibitior - 0.8624 86.24%
P-glycoprotein substrate - 0.8070 80.70%
CYP3A4 substrate + 0.6763 67.63%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.8394 83.94%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.7881 78.81%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.8258 82.58%
CYP2C8 inhibition - 0.5616 56.16%
CYP inhibitory promiscuity - 0.7013 70.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9131 91.31%
Skin irritation + 0.5722 57.22%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6532 65.32%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.8874 88.74%
skin sensitisation + 0.5639 56.39%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8221 82.21%
Acute Oral Toxicity (c) III 0.5475 54.75%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.7611 76.11%
Thyroid receptor binding + 0.5914 59.14%
Glucocorticoid receptor binding + 0.7812 78.12%
Aromatase binding + 0.6906 69.06%
PPAR gamma - 0.5057 50.57%
Honey bee toxicity - 0.6987 69.87%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9925 99.25%

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
CHEMBL241 Q14432 Phosphodiesterase 3A 92.52% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.45% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.42% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 89.10% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 88.12% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.27% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.22% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.16% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.86% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 82.38% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.20% 97.09%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 82.14% 95.42%
CHEMBL3524 P56524 Histone deacetylase 4 81.04% 92.97%
CHEMBL233 P35372 Mu opioid receptor 80.71% 97.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.54% 92.86%
CHEMBL259 P32245 Melanocortin receptor 4 80.51% 95.38%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.32% 98.99%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.21% 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.
Melaleuca ericifolia

Cross-Links

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PubChem 163009603
LOTUS LTS0014397
wikiData Q105224250