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4-[(1R,2S,7R,8R)-2-[[(2S,3S,8R,9S,11S)-2-(3,5-dihydroxyphenyl)-3,9,11-trimethyl-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-7-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-2,5-dihydroxy-1,2-dihydropyrrol-3-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 f8b13458-001d-43e5-9007-95bcfd9dd47c
Taxonomy Benzenoids > Phenols > Benzenediols > Resorcinols
IUPAC Name 4-[(1R,2S,7R,8R)-2-[[(2S,3S,8R,9S,11S)-2-(3,5-dihydroxyphenyl)-3,9,11-trimethyl-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-7-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-2,5-dihydroxy-1,2-dihydropyrrol-3-one
SMILES (Canonical) CC1CCC2(C(CC(C(O2)CC3C(C4C(C(CCC4C=C3C)O)C)C(=O)C5=C(NC(C5=O)O)O)C)C)OC1C6=CC(=CC(=C6)O)O
SMILES (Isomeric) C[C@H]1CCC2([C@H](C[C@@H]([C@H](O2)C[C@H]3[C@@H](C4[C@H]([C@@H](CCC4C=C3C)O)C)C(=O)C5=C(NC(C5=O)O)O)C)C)O[C@@H]1C6=CC(=CC(=C6)O)O
InChI InChI=1S/C36H49NO9/c1-16-8-9-36(46-33(16)22-12-23(38)14-24(39)13-22)19(4)10-18(3)27(45-36)15-25-17(2)11-21-6-7-26(40)20(5)28(21)29(25)31(41)30-32(42)35(44)37-34(30)43/h11-14,16,18-21,25-29,33,35,37-40,43-44H,6-10,15H2,1-5H3/t16-,18-,19-,20-,21?,25+,26+,27+,28?,29-,33-,35?,36?/m0/s1
InChI Key ATCYUAJWUPOEJQ-KYLQCZIVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H49NO9
Molecular Weight 639.80 g/mol
Exact Mass 639.34073214 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(1R,2S,7R,8R)-2-[[(2S,3S,8R,9S,11S)-2-(3,5-dihydroxyphenyl)-3,9,11-trimethyl-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-7-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-2,5-dihydroxy-1,2-dihydropyrrol-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9344 93.44%
Caco-2 - 0.8589 85.89%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5018 50.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8103 81.03%
OATP1B3 inhibitior + 0.9178 91.78%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9072 90.72%
BSEP inhibitior + 0.8902 89.02%
P-glycoprotein inhibitior + 0.6880 68.80%
P-glycoprotein substrate + 0.6988 69.88%
CYP3A4 substrate + 0.7124 71.24%
CYP2C9 substrate - 0.6015 60.15%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.5450 54.50%
CYP2C9 inhibition - 0.7863 78.63%
CYP2C19 inhibition - 0.7370 73.70%
CYP2D6 inhibition - 0.9229 92.29%
CYP1A2 inhibition - 0.7620 76.20%
CYP2C8 inhibition + 0.6942 69.42%
CYP inhibitory promiscuity - 0.6959 69.59%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4849 48.49%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9371 93.71%
Skin irritation - 0.7440 74.40%
Skin corrosion - 0.9218 92.18%
Ames mutagenesis - 0.5570 55.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7348 73.48%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5331 53.31%
skin sensitisation - 0.8290 82.90%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7942 79.42%
Acute Oral Toxicity (c) III 0.5199 51.99%
Estrogen receptor binding + 0.8504 85.04%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding - 0.5089 50.89%
Glucocorticoid receptor binding + 0.8027 80.27%
Aromatase binding + 0.7054 70.54%
PPAR gamma + 0.7581 75.81%
Honey bee toxicity - 0.8009 80.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9696 96.96%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.00% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.93% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.52% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.38% 94.80%
CHEMBL2581 P07339 Cathepsin D 91.10% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.25% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.81% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.84% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.79% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.44% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.58% 94.42%
CHEMBL3401 O75469 Pregnane X receptor 80.01% 94.73%

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 497051
LOTUS LTS0236383
wikiData Q105100110