PlantaeDB Logo
Login Sign-up

(3aS,5aR,9S,9aS,9bS)-9-[[(3R,3aR,6aR,9aR,9bR)-3-hydroxy-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-3-yl]methyl]-5a,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2,6-dione

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

Top
Internal ID 305d0062-b44e-4908-8c98-8cf6c7baf137
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name (3aS,5aR,9S,9aS,9bS)-9-[[(3R,3aR,6aR,9aR,9bR)-3-hydroxy-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-3-yl]methyl]-5a,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2,6-dione
SMILES (Canonical) CC1(CCC(=O)C2(C1C3C(CC2)C(=C)C(=O)O3)C)CC4(C5CCC(=C)C6CCC(=C)C6C5OC4=O)O
SMILES (Isomeric) C[C@]1(CCC(=O)[C@]2([C@H]1[C@@H]3[C@@H](CC2)C(=C)C(=O)O3)C)C[C@]4([C@@H]5CCC(=C)[C@@H]6CCC(=C)[C@@H]6[C@H]5OC4=O)O
InChI InChI=1S/C30H38O6/c1-15-7-9-20-24(22-16(2)6-8-18(15)22)36-27(33)30(20,34)14-28(4)12-11-21(31)29(5)13-10-19-17(3)26(32)35-23(19)25(28)29/h18-20,22-25,34H,1-3,6-14H2,4-5H3/t18-,19-,20+,22-,23-,24-,25-,28-,29-,30+/m0/s1
InChI Key DLIISCBVNDNVDV-CSRVTHLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C30H38O6
Molecular Weight 494.60 g/mol
Exact Mass 494.26683893 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.46
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3aS,5aR,9S,9aS,9bS)-9-[[(3R,3aR,6aR,9aR,9bR)-3-hydroxy-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-3-yl]methyl]-5a,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2,6-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9820 98.20%
Caco-2 - 0.7482 74.82%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior + 0.8544 85.44%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6223 62.23%
BSEP inhibitior + 0.6041 60.41%
P-glycoprotein inhibitior - 0.4457 44.57%
P-glycoprotein substrate - 0.6180 61.80%
CYP3A4 substrate + 0.6808 68.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.5785 57.85%
CYP2C9 inhibition - 0.8505 85.05%
CYP2C19 inhibition - 0.8370 83.70%
CYP2D6 inhibition - 0.9549 95.49%
CYP1A2 inhibition - 0.8167 81.67%
CYP2C8 inhibition + 0.5926 59.26%
CYP inhibitory promiscuity - 0.9449 94.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4929 49.29%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9047 90.47%
Skin irritation + 0.6316 63.16%
Skin corrosion - 0.8814 88.14%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6226 62.26%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.6418 64.18%
skin sensitisation - 0.8360 83.60%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5988 59.88%
Acute Oral Toxicity (c) III 0.3111 31.11%
Estrogen receptor binding + 0.7462 74.62%
Androgen receptor binding + 0.7692 76.92%
Thyroid receptor binding + 0.5214 52.14%
Glucocorticoid receptor binding + 0.7227 72.27%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.5790 57.90%
Honey bee toxicity - 0.8321 83.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9953 99.53%

Targets

Top

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.82% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.54% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.04% 97.09%
CHEMBL1978 P11511 Cytochrome P450 19A1 92.06% 91.76%
CHEMBL2996 Q05655 Protein kinase C delta 91.35% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 89.42% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.80% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.18% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.88% 92.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.69% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.43% 85.14%
CHEMBL259 P32245 Melanocortin receptor 4 80.94% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.89% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.81% 95.93%

Plants that contains it

Top
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.
Aucklandia costus

Cross-Links

Top
PubChem 11081540
NPASS NPC255082
LOTUS LTS0154111
wikiData Q104984337