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(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13R,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-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-9,13-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 c267bf10-f109-4753-ad8f-83c5d17a5e38
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13R,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-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-9,13-diol
SMILES (Canonical) CC(=C)C1CCC2(C1C3C(CC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)O)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3[C@@H](C[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)O)C
InChI InChI=1S/C30H50O2/c1-18(2)19-9-12-27(5)15-16-30(8)25(24(19)27)20(31)17-22-28(6)13-11-23(32)26(3,4)21(28)10-14-29(22,30)7/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20+,21-,22+,23-,24+,25+,27+,28-,29+,30+/m0/s1
InChI Key IFSVJQKNHRMDEF-VEMXRFJGSA-N
Popularity 0 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 8.50
Atomic LogP (AlogP) 7.00
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,13R,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-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-9,13-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 - 0.5971 59.71%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4940 49.40%
OATP2B1 inhibitior - 0.5824 58.24%
OATP1B1 inhibitior + 0.9161 91.61%
OATP1B3 inhibitior - 0.2792 27.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6229 62.29%
P-glycoprotein inhibitior - 0.7958 79.58%
P-glycoprotein substrate - 0.7612 76.12%
CYP3A4 substrate + 0.6624 66.24%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
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 - 0.6416 64.16%
CYP inhibitory promiscuity - 0.7013 70.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9019 90.19%
Skin irritation + 0.5722 57.22%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5119 51.19%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation + 0.5639 56.39%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7163 71.63%
Acute Oral Toxicity (c) III 0.5475 54.75%
Estrogen receptor binding + 0.7582 75.82%
Androgen receptor binding + 0.7391 73.91%
Thyroid receptor binding + 0.6116 61.16%
Glucocorticoid receptor binding + 0.7763 77.63%
Aromatase binding + 0.6945 69.45%
PPAR gamma + 0.5297 52.97%
Honey bee toxicity - 0.5919 59.19%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5700 57.00%
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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.00% 82.69%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 92.37% 95.42%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.55% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.71% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.24% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.87% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.83% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.76% 92.86%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.63% 85.30%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.34% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 86.29% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.25% 96.61%
CHEMBL1871 P10275 Androgen Receptor 84.43% 96.43%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.13% 96.95%
CHEMBL206 P03372 Estrogen receptor alpha 83.48% 97.64%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.23% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 82.77% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.63% 96.38%
CHEMBL2996 Q05655 Protein kinase C delta 82.52% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.99% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.57% 96.09%
CHEMBL259 P32245 Melanocortin receptor 4 81.36% 95.38%

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.
Calendula officinalis

Cross-Links

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PubChem 12444351
LOTUS LTS0249754
wikiData Q105112355