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2-[(3aR,6S,9bR)-2-hydroxy-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic 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 65594b3c-146b-4bed-8ecb-e5c8f0cef387
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[(3aR,6S,9bR)-2-hydroxy-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1C(CC2(C1(CC=C3C2=CCC(C3(C)CCC(=O)OC)C(=C)C)C)C)O)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C1C(C[C@@]2([C@@]1(CC=C3C2=CCC([C@]3(C)CCC(=O)OC)C(=C)C)C)C)O)C(=O)O
InChI InChI=1S/C32H48O5/c1-19(2)21(5)10-11-22(29(35)36)28-26(33)18-32(8)25-13-12-23(20(3)4)30(6,16-15-27(34)37-9)24(25)14-17-31(28,32)7/h13-14,19,22-23,26,28,33H,3,5,10-12,15-18H2,1-2,4,6-9H3,(H,35,36)/t22?,23?,26?,28?,30-,31+,32-/m0/s1
InChI Key WMPHZBWMRPCPKN-XIJKPCBXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O5
Molecular Weight 512.70 g/mol
Exact Mass 512.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.89
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(3aR,6S,9bR)-2-hydroxy-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 + 0.5460 54.60%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8625 86.25%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8618 86.18%
OATP1B3 inhibitior - 0.6275 62.75%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.8782 87.82%
P-glycoprotein inhibitior + 0.6480 64.80%
P-glycoprotein substrate + 0.6361 63.61%
CYP3A4 substrate + 0.6652 66.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8849 88.49%
CYP3A4 inhibition - 0.7248 72.48%
CYP2C9 inhibition - 0.7836 78.36%
CYP2C19 inhibition - 0.8928 89.28%
CYP2D6 inhibition - 0.9484 94.84%
CYP1A2 inhibition - 0.8736 87.36%
CYP2C8 inhibition + 0.4463 44.63%
CYP inhibitory promiscuity - 0.8554 85.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7243 72.43%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9286 92.86%
Skin irritation + 0.5685 56.85%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition - 0.6789 67.89%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7606 76.06%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.5955 59.55%
Acute Oral Toxicity (c) III 0.5271 52.71%
Estrogen receptor binding + 0.6596 65.96%
Androgen receptor binding + 0.7298 72.98%
Thyroid receptor binding + 0.6537 65.37%
Glucocorticoid receptor binding + 0.7741 77.41%
Aromatase binding + 0.7159 71.59%
PPAR gamma + 0.5639 56.39%
Honey bee toxicity - 0.6812 68.12%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7000 70.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 99.81% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.69% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.58% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.13% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.10% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.14% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.78% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.05% 93.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.63% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.84% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.56% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.29% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.24% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.01% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.56% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.55% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.33% 94.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.32% 94.00%

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.
There are no matching plants.

Cross-Links

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PubChem 138114807
LOTUS LTS0221175
wikiData Q104401070