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methyl (1R,3aS,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-6,9-dihydroxy-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-carboxylate

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 d03f4600-108f-49ef-b3d3-c443d7463594
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1R,3aS,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-6,9-dihydroxy-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-carboxylate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CC(C4(C3(CC2)C)C)O)(C)C)O)C)C(=O)OC
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]5C[C@@H]([C@]4([C@@]3(CC2)C)C)O)(C)C)O)C)C(=O)OC
InChI InChI=1S/C31H50O4/c1-18(2)19-11-14-31(26(34)35-8)16-15-29(6)20(25(19)31)9-10-21-28(5)13-12-23(32)27(3,4)22(28)17-24(33)30(21,29)7/h19-25,32-33H,1,9-17H2,2-8H3/t19-,20+,21+,22-,23-,24-,25+,28+,29+,30-,31-/m0/s1
InChI Key CGYOWBLQAOKBMA-NQKDGRJMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H50O4
Molecular Weight 486.70 g/mol
Exact Mass 486.37091007 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.15
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,3aS,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-6,9-dihydroxy-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-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.6318 63.18%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8133 81.33%
OATP2B1 inhibitior - 0.5731 57.31%
OATP1B1 inhibitior + 0.9034 90.34%
OATP1B3 inhibitior - 0.7275 72.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.5792 57.92%
P-glycoprotein inhibitior - 0.7315 73.15%
P-glycoprotein substrate - 0.6273 62.73%
CYP3A4 substrate + 0.7061 70.61%
CYP2C9 substrate - 0.6346 63.46%
CYP2D6 substrate - 0.7958 79.58%
CYP3A4 inhibition - 0.7485 74.85%
CYP2C9 inhibition - 0.7403 74.03%
CYP2C19 inhibition - 0.8574 85.74%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.7815 78.15%
CYP2C8 inhibition + 0.4910 49.10%
CYP inhibitory promiscuity - 0.8881 88.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6674 66.74%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9170 91.70%
Skin irritation + 0.5861 58.61%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.6537 65.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5105 51.05%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.6583 65.83%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8051 80.51%
Acute Oral Toxicity (c) III 0.4243 42.43%
Estrogen receptor binding + 0.7315 73.15%
Androgen receptor binding + 0.7656 76.56%
Thyroid receptor binding + 0.5800 58.00%
Glucocorticoid receptor binding + 0.7427 74.27%
Aromatase binding + 0.6972 69.72%
PPAR gamma + 0.5606 56.06%
Honey bee toxicity - 0.6001 60.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9968 99.68%

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
CHEMBL340 P08684 Cytochrome P450 3A4 94.31% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 93.79% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.58% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.46% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.11% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.26% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.01% 91.11%
CHEMBL233 P35372 Mu opioid receptor 87.30% 97.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.16% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.84% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.70% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.33% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.71% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.61% 94.33%
CHEMBL2581 P07339 Cathepsin D 84.41% 98.95%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.67% 98.99%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.02% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.45% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.43% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.78% 100.00%

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.
Microtropis fokienensis

Cross-Links

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PubChem 25017708
LOTUS LTS0120121
wikiData Q104958410