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(3aS,5R,6R,7R,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-5-[(1E,3S)-2,6-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhepta-1,5-dienyl]-6-hydroxy-3a,7-dimethyl-1,2,3,5,7,7a-hexahydroinden-4-one

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 af71ef33-d8ff-4111-9c24-994ec4c6b4fa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3aS,5R,6R,7R,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-5-[(1E,3S)-2,6-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhepta-1,5-dienyl]-6-hydroxy-3a,7-dimethyl-1,2,3,5,7,7a-hexahydroinden-4-one
SMILES (Canonical) CC1C2CCCC2(C(=O)C(C1(CC=C(C)C(CC=C(C)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)O)O)O)C=C(C)C(CC=C(C)C)OC5C(C(C(C(O5)C)O)O)O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2CCC[C@@]2(C(=O)[C@@H]([C@]1(C/C=C(\C)/[C@H](CC=C(C)C)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O)O)O)/C=C(\C)/[C@H](CC=C(C)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C
InChI InChI=1S/C48H78O16/c1-22(2)14-16-32(62-45-41(56)38(53)42(29(10)61-45)64-46-40(55)37(52)35(50)28(9)60-46)24(5)18-20-48(58)26(7)30-13-12-19-47(30,11)43(57)31(48)21-25(6)33(17-15-23(3)4)63-44-39(54)36(51)34(49)27(8)59-44/h14-15,18,21,26-42,44-46,49-56,58H,12-13,16-17,19-20H2,1-11H3/b24-18+,25-21+/t26-,27+,28+,29-,30+,31+,32+,33+,34+,35+,36-,37-,38-,39-,40-,41-,42+,44+,45+,46+,47+,48-/m1/s1
InChI Key NSBJXDGZGSSJJM-JNJPCRROSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O16
Molecular Weight 911.10 g/mol
Exact Mass 910.52898640 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.63
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,5R,6R,7R,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-5-[(1E,3S)-2,6-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhepta-1,5-dienyl]-6-hydroxy-3a,7-dimethyl-1,2,3,5,7,7a-hexahydroinden-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8635 86.35%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7140 71.40%
OATP2B1 inhibitior - 0.8683 86.83%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.8391 83.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9498 94.98%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7011 70.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition - 0.8425 84.25%
CYP2C9 inhibition - 0.8956 89.56%
CYP2C19 inhibition - 0.8972 89.72%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8944 89.44%
CYP2C8 inhibition + 0.5148 51.48%
CYP inhibitory promiscuity - 0.9068 90.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6172 61.72%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9057 90.57%
Skin irritation + 0.5935 59.35%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7660 76.60%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5403 54.03%
skin sensitisation - 0.8270 82.70%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6937 69.37%
Acute Oral Toxicity (c) I 0.5560 55.60%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding + 0.7042 70.42%
Thyroid receptor binding + 0.5631 56.31%
Glucocorticoid receptor binding + 0.8003 80.03%
Aromatase binding + 0.6132 61.32%
PPAR gamma + 0.8030 80.30%
Honey bee toxicity - 0.6227 62.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9735 97.35%

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 97.54% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.11% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.23% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.38% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.24% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.90% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.77% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.20% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.86% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.75% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 85.71% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.09% 97.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.86% 91.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.38% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.34% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.19% 92.94%

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 163030808
LOTUS LTS0089484
wikiData Q105184945