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2-[(2R,3R,3aR,6S,7S,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-methylhept-5-enoic 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 ac3b4cfe-fe83-4854-8430-0965cae5a6d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[(2R,3R,3aR,6S,7S,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-methylhept-5-enoic acid
SMILES (Canonical) CC(=CCCC(C1C(CC2(C1(CC=C3C2=CCC(C3(C)CCC(=O)OC)C(=C)C)C)C)O)C(=O)O)C
SMILES (Isomeric) CC(=CCCC([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3C2=CC[C@H]([C@]3(C)CCC(=O)OC)C(=C)C)C)C)O)C(=O)O)C
InChI InChI=1S/C31H46O5/c1-19(2)10-9-11-21(28(34)35)27-25(32)18-31(7)24-13-12-22(20(3)4)29(5,16-15-26(33)36-8)23(24)14-17-30(27,31)6/h10,13-14,21-22,25,27,32H,3,9,11-12,15-18H2,1-2,4-8H3,(H,34,35)/t21?,22-,25+,27-,29-,30+,31-/m0/s1
InChI Key KBQBNLHZTLWXML-KGXQETAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O5
Molecular Weight 498.70 g/mol
Exact Mass 498.33452456 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.64
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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2-((2R,3R,3aR,6S,7S,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-methylhept-5-enoic acid
RefChem:175273
(2R)-2-((2R,3R,3aR,6S,7S,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-methylhept-5-enoic acid
(2R)-2-[(2R,3R,3aR,6S,7S,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-methylhept-5-enoic acid
Poricoic acid BM
CHEBI:227066

2D Structure

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2D Structure of 2-[(2R,3R,3aR,6S,7S,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-methylhept-5-enoic 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 - 0.5330 53.30%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8625 86.25%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.8310 83.10%
OATP1B3 inhibitior - 0.6275 62.75%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.9773 97.73%
P-glycoprotein inhibitior + 0.6840 68.40%
P-glycoprotein substrate + 0.5790 57.90%
CYP3A4 substrate + 0.6662 66.62%
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 + 0.4583 45.83%
CYP inhibitory promiscuity - 0.8554 85.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7243 72.43%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9356 93.56%
Skin irritation + 0.5685 56.85%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.6506 65.06%
Human Ether-a-go-go-Related Gene inhibition - 0.6303 63.03%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5750 57.50%
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 - 0.5713 57.13%
Acute Oral Toxicity (c) III 0.5271 52.71%
Estrogen receptor binding + 0.6697 66.97%
Androgen receptor binding + 0.7267 72.67%
Thyroid receptor binding + 0.6466 64.66%
Glucocorticoid receptor binding + 0.7877 78.77%
Aromatase binding + 0.7339 73.39%
PPAR gamma + 0.6072 60.72%
Honey bee toxicity - 0.6401 64.01%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6400 64.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.08% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.88% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.75% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.92% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.27% 91.19%
CHEMBL2581 P07339 Cathepsin D 90.63% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.21% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.07% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.78% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.33% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.95% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.71% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.35% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.02% 94.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.21% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.54% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139587943
LOTUS LTS0116401
wikiData Q105138464