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(1R,3aS,5aS,5bR,7S,7aR,11aR,11bR,13aR,13bS)-7-hydroxy-5b,8,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a,5a-dicarboxylic 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 5b78afe3-f89c-45f2-8fa5-ddbfb044041c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aS,5bR,7S,7aR,11aR,11bR,13aR,13bS)-7-hydroxy-5b,8,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a,5a-dicarboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(=O)C(C5C(CC4(C3(CC2)C(=O)O)C)O)(C)C)C)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5[C@H](C[C@]4([C@@]3(CC2)C(=O)O)C)O)(C)C)C)C(=O)O
InChI InChI=1S/C30H44O6/c1-16(2)17-9-12-29(24(33)34)13-14-30(25(35)36)18(22(17)29)7-8-20-27(5)11-10-21(32)26(3,4)23(27)19(31)15-28(20,30)6/h17-20,22-23,31H,1,7-15H2,2-6H3,(H,33,34)(H,35,36)/t17-,18+,19-,20+,22-,23-,27+,28+,29-,30+/m0/s1
InChI Key BLMDUACVPBWIGN-URHXAUHQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O6
Molecular Weight 500.70 g/mol
Exact Mass 500.31378912 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.33
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,5aS,5bR,7S,7aR,11aR,11bR,13aR,13bS)-7-hydroxy-5b,8,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a,5a-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.5991 59.91%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8406 84.06%
OATP2B1 inhibitior - 0.7159 71.59%
OATP1B1 inhibitior + 0.8685 86.85%
OATP1B3 inhibitior - 0.7892 78.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5353 53.53%
BSEP inhibitior + 0.7732 77.32%
P-glycoprotein inhibitior - 0.6645 66.45%
P-glycoprotein substrate - 0.6007 60.07%
CYP3A4 substrate + 0.6691 66.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.8300 83.00%
CYP2C9 inhibition - 0.9221 92.21%
CYP2C19 inhibition - 0.9527 95.27%
CYP2D6 inhibition - 0.9578 95.78%
CYP1A2 inhibition - 0.9342 93.42%
CYP2C8 inhibition + 0.4768 47.68%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6811 68.11%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9146 91.46%
Skin irritation + 0.6926 69.26%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5279 52.79%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6181 61.81%
skin sensitisation + 0.4766 47.66%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7757 77.57%
Acute Oral Toxicity (c) III 0.4848 48.48%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.7670 76.70%
Thyroid receptor binding + 0.5597 55.97%
Glucocorticoid receptor binding + 0.8122 81.22%
Aromatase binding + 0.7536 75.36%
PPAR gamma + 0.5520 55.20%
Honey bee toxicity - 0.8115 81.15%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
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 95.70% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.46% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.98% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.45% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.87% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.13% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.85% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.91% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 84.75% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.91% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.89% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.59% 82.69%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.27% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.49% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.62% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.01% 97.09%

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.
Viburnum odoratissimum

Cross-Links

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PubChem 163051671
LOTUS LTS0146044
wikiData Q104938063