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1-O-[(1S,2S,4S)-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-O-[(1R,4R,9R,10S,13R,15R)-5,5,9-trimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate

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 1c8250b3-47e2-4cd3-8bdc-cf6252c33d80
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name 1-O-[(1S,2S,4S)-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-O-[(1R,4R,9R,10S,13R,15R)-5,5,9-trimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate
SMILES (Canonical) CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4OC(=O)CC(=O)OC5CC6(CCC5C6(C)C)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H](C1(C)C)[C@H](C2)OC(=O)CC(=O)O[C@@H]3C(=C)[C@@H]4CC[C@@H]5[C@]3(C4)CC[C@H]6[C@]5(CCCC6(C)C)C
InChI InChI=1S/C33H50O4/c1-20-21-9-10-25-32(7)14-8-13-29(2,3)24(32)12-16-33(25,18-21)28(20)37-27(35)17-26(34)36-23-19-31(6)15-11-22(23)30(31,4)5/h21-25,28H,1,8-19H2,2-7H3/t21-,22-,23+,24-,25+,28-,31+,32-,33-/m1/s1
InChI Key SBKBVXWHVIOGEI-QZWOFAIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O4
Molecular Weight 510.70 g/mol
Exact Mass 510.37091007 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 9.00
Atomic LogP (AlogP) 7.65
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(1S,2S,4S)-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-O-[(1R,4R,9R,10S,13R,15R)-5,5,9-trimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.6547 65.47%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7217 72.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8422 84.22%
OATP1B3 inhibitior - 0.4288 42.88%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8408 84.08%
P-glycoprotein inhibitior + 0.7843 78.43%
P-glycoprotein substrate - 0.5883 58.83%
CYP3A4 substrate + 0.7127 71.27%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.7444 74.44%
CYP2C9 inhibition - 0.7226 72.26%
CYP2C19 inhibition - 0.7591 75.91%
CYP2D6 inhibition - 0.9637 96.37%
CYP1A2 inhibition - 0.8214 82.14%
CYP2C8 inhibition + 0.6352 63.52%
CYP inhibitory promiscuity - 0.8275 82.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6213 62.13%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8583 85.83%
Skin irritation + 0.5217 52.17%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis - 0.7228 72.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6891 68.91%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5696 56.96%
skin sensitisation - 0.6789 67.89%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4892 48.92%
Acute Oral Toxicity (c) I 0.3646 36.46%
Estrogen receptor binding + 0.8550 85.50%
Androgen receptor binding + 0.6839 68.39%
Thyroid receptor binding + 0.6130 61.30%
Glucocorticoid receptor binding + 0.8366 83.66%
Aromatase binding + 0.7504 75.04%
PPAR gamma + 0.6464 64.64%
Honey bee toxicity - 0.7695 76.95%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5450 54.50%
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 95.98% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.33% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.18% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.49% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 92.04% 90.17%
CHEMBL2581 P07339 Cathepsin D 88.77% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 88.61% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.69% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.36% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.12% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.41% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.22% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.85% 95.89%
CHEMBL5028 O14672 ADAM10 83.33% 97.50%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 82.13% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.01% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.91% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 81.24% 92.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.88% 97.50%
CHEMBL233 P35372 Mu opioid receptor 80.76% 97.93%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.32% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.24% 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.
Nardia scalaris

Cross-Links

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PubChem 162947367
LOTUS LTS0037620
wikiData Q105249492