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(1R,3aS,5aR,5bR,7aR,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-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-carboxylic acid

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 327827a4-b61e-4b98-b6a6-221a018c72aa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aR,5bR,7aR,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-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-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CC(C4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C=O)O)C)O)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C[C@H]([C@@H]4[C@]5(CC[C@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C=O)O)C)O)C(=O)O
InChI InChI=1S/C30H46O5/c1-17(2)18-7-12-30(25(34)35)14-13-28(5)19(23(18)30)15-20(32)24-26(3)10-9-22(33)27(4,16-31)21(26)8-11-29(24,28)6/h16,18-24,32-33H,1,7-15H2,2-6H3,(H,34,35)/t18-,19+,20+,21+,22+,23+,24+,26-,27-,28+,29+,30-/m0/s1
InChI Key XROBZOZQCIQCRT-KTYMJOEPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.24
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-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-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9897 98.97%
Caco-2 - 0.6565 65.65%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7712 77.12%
OATP2B1 inhibitior - 0.7130 71.30%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5874 58.74%
BSEP inhibitior + 0.7318 73.18%
P-glycoprotein inhibitior - 0.7466 74.66%
P-glycoprotein substrate - 0.5870 58.70%
CYP3A4 substrate + 0.6888 68.88%
CYP2C9 substrate - 0.6653 66.53%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition - 0.8150 81.50%
CYP2C9 inhibition - 0.9156 91.56%
CYP2C19 inhibition - 0.9382 93.82%
CYP2D6 inhibition - 0.9679 96.79%
CYP1A2 inhibition - 0.8642 86.42%
CYP2C8 inhibition + 0.5328 53.28%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5878 58.78%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9394 93.94%
Skin irritation + 0.7457 74.57%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4086 40.86%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.7196 71.96%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.6497 64.97%
Acute Oral Toxicity (c) I 0.6710 67.10%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.7614 76.14%
Thyroid receptor binding + 0.5835 58.35%
Glucocorticoid receptor binding + 0.7075 70.75%
Aromatase binding + 0.6896 68.96%
PPAR gamma + 0.5644 56.44%
Honey bee toxicity - 0.7025 70.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.88% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.07% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 89.21% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.29% 100.00%
CHEMBL233 P35372 Mu opioid receptor 88.22% 97.93%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 87.26% 91.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.71% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.71% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.10% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.00% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.36% 90.71%
CHEMBL5028 O14672 ADAM10 82.99% 97.50%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 82.83% 90.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.23% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.14% 100.00%
CHEMBL204 P00734 Thrombin 80.62% 96.01%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.43% 99.23%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.06% 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.
Eleutherococcus trifoliatus

Cross-Links

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PubChem 52940919
LOTUS LTS0122581
wikiData Q105340618