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Geumonoid

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 2d93edeb-f775-45c6-8f87-11c2034ce889
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name (1R,4aR,8aS)-6-[[(1R,2S,4aR,6R,7R,8aR)-2-acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl]methyl]-1,4a-dimethyl-2,3,4,8a-tetrahydronaphthalene-1-carboxylic acid
SMILES (Canonical) CC1C2(CC(C(C(C2CCC1(CC3=CC4(CCCC(C4C=C3)(C)C(=O)O)C)C(=O)C)(C)C)O)O)C
SMILES (Isomeric) C[C@@H]1[C@]2(C[C@H]([C@@H](C([C@@H]2CC[C@@]1(CC3=C[C@]4(CCC[C@@]([C@H]4C=C3)(C)C(=O)O)C)C(=O)C)(C)C)O)O)C
InChI InChI=1S/C30H46O5/c1-18-29(7)17-21(32)24(33)26(3,4)22(29)11-14-30(18,19(2)31)16-20-9-10-23-27(5,15-20)12-8-13-28(23,6)25(34)35/h9-10,15,18,21-24,32-33H,8,11-14,16-17H2,1-7H3,(H,34,35)/t18-,21-,22+,23+,24+,27-,28-,29-,30+/m1/s1
InChI Key JYKBQWDGVKFSAL-FAPPRUROSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.55
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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CHEBI:65959
(1R,4aR,8aS)-6-[[(1R,2S,4aR,6R,7R,8aR)-2-acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl]methyl]-1,4a-dimethyl-2,3,4,8a-tetrahydronaphthalene-1-carboxylic acid
(1R,4aR,8aS)-6-(((1R,2S,4aR,6R,7R,8aR)-2-acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl)methyl)-1,4a-dimethyl-2,3,4,8a-tetrahydronaphthalene-1-carboxylic acid
RefChem:143064
305365-95-1
(1R,4aR,8aS)-6-{[(1R,2S,4aR,6R,7R,8aR)-2-acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyldecahydronaphthalen-2-yl]methyl}-1,4a-dimethyl-1,2,3,4,4a,8a-hexahydronaphthalene-1-carboxylic acid
Q27134460
(1R,4aR,8aS)-6-((1R,2S,4aR,6R,7R,8aR)-2-Acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyl-decahydro-naphthalen-2-ylmethyl)-1,4a-dimethyl-1,2,3,4,4a,8a-hexahydro-naphthalene-1-carboxylic acid
(1R,4aR,8aS)-6-[[(1R,2S,4aR,6R,7R,8aR)-2-acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyl-decalin-2-yl]methyl]-1,4a-dimethyl-2,3,4,8a-tetrahydronaphthalene-1-carboxylic acid

2D Structure

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2D Structure of Geumonoid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.6615 66.15%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8510 85.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8283 82.83%
OATP1B3 inhibitior - 0.2570 25.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9223 92.23%
P-glycoprotein inhibitior - 0.4837 48.37%
P-glycoprotein substrate + 0.5686 56.86%
CYP3A4 substrate + 0.6701 67.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.6937 69.37%
CYP2C9 inhibition - 0.9194 91.94%
CYP2C19 inhibition - 0.8884 88.84%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.9396 93.96%
CYP2C8 inhibition + 0.4498 44.98%
CYP inhibitory promiscuity - 0.9575 95.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7468 74.68%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9386 93.86%
Skin irritation + 0.6045 60.45%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5875 58.75%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5568 55.68%
skin sensitisation - 0.5837 58.37%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6199 61.99%
Acute Oral Toxicity (c) III 0.6871 68.71%
Estrogen receptor binding + 0.7441 74.41%
Androgen receptor binding + 0.6405 64.05%
Thyroid receptor binding + 0.6094 60.94%
Glucocorticoid receptor binding + 0.8093 80.93%
Aromatase binding + 0.7242 72.42%
PPAR gamma + 0.6207 62.07%
Honey bee toxicity - 0.8678 86.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9968 99.68%

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 96.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.06% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.21% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 90.33% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.26% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.76% 95.89%
CHEMBL2581 P07339 Cathepsin D 86.28% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.23% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.57% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.59% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.00% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.20% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.45% 94.45%
CHEMBL5028 O14672 ADAM10 81.07% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.40% 91.07%

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 482574
NPASS NPC165733
LOTUS LTS0187146
wikiData Q27134460