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(1R,2S,6R,7S,9R,10S,11R,13E,15R,16S,19S,23S)-10,11,16-trihydroxy-7,14,15,19-tetramethyl-12-methylidene-2-[(1E)-4-methylpenta-1,3-dienyl]-3,26,27-trioxatricyclo[21.2.1.16,9]heptacos-13-ene-4,18,21-trione

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 1126c7a6-c40d-4e28-8836-e996714c3bd3
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,2S,6R,7S,9R,10S,11R,13E,15R,16S,19S,23S)-10,11,16-trihydroxy-7,14,15,19-tetramethyl-12-methylidene-2-[(1E)-4-methylpenta-1,3-dienyl]-3,26,27-trioxatricyclo[21.2.1.16,9]heptacos-13-ene-4,18,21-trione
SMILES (Canonical) CC1CC2C(C(C(=C)C=C(C(C(CC(=O)C(CC(=O)CC3CCC(O3)C(OC(=O)CC1O2)C=CC=C(C)C)C)O)C)C)O)O
SMILES (Isomeric) C[C@H]1C[C@@H]2[C@H]([C@@H](C(=C)/C=C(/[C@H]([C@H](CC(=O)[C@H](CC(=O)C[C@@H]3CC[C@@H](O3)[C@@H](OC(=O)C[C@H]1O2)/C=C/C=C(C)C)C)O)C)\C)O)O
InChI InChI=1S/C35H52O9/c1-19(2)9-8-10-29-30-12-11-26(42-30)16-25(36)14-21(4)27(37)17-28(38)24(7)20(3)13-23(6)34(40)35(41)32-15-22(5)31(43-32)18-33(39)44-29/h8-10,13,21-22,24,26,28-32,34-35,38,40-41H,6,11-12,14-18H2,1-5,7H3/b10-8+,20-13+/t21-,22-,24+,26-,28-,29-,30+,31+,32+,34+,35+/m0/s1
InChI Key VLOUARUYJFXXNO-OMFWLBFCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 4.33
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,6R,7S,9R,10S,11R,13E,15R,16S,19S,23S)-10,11,16-trihydroxy-7,14,15,19-tetramethyl-12-methylidene-2-[(1E)-4-methylpenta-1,3-dienyl]-3,26,27-trioxatricyclo[21.2.1.16,9]heptacos-13-ene-4,18,21-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9120 91.20%
Caco-2 - 0.8322 83.22%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6787 67.87%
OATP2B1 inhibitior - 0.8636 86.36%
OATP1B1 inhibitior + 0.8211 82.11%
OATP1B3 inhibitior + 0.8432 84.32%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8989 89.89%
P-glycoprotein inhibitior + 0.7233 72.33%
P-glycoprotein substrate + 0.7031 70.31%
CYP3A4 substrate + 0.7005 70.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8811 88.11%
CYP3A4 inhibition - 0.6725 67.25%
CYP2C9 inhibition - 0.7928 79.28%
CYP2C19 inhibition - 0.7443 74.43%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.7059 70.59%
CYP2C8 inhibition + 0.6118 61.18%
CYP inhibitory promiscuity - 0.9848 98.48%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5771 57.71%
Eye corrosion - 0.9816 98.16%
Eye irritation - 0.9378 93.78%
Skin irritation - 0.5294 52.94%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4886 48.86%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.6076 60.76%
skin sensitisation - 0.8262 82.62%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7281 72.81%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.8525 85.25%
Acute Oral Toxicity (c) III 0.3545 35.45%
Estrogen receptor binding + 0.7771 77.71%
Androgen receptor binding + 0.6373 63.73%
Thyroid receptor binding - 0.5836 58.36%
Glucocorticoid receptor binding + 0.7175 71.75%
Aromatase binding + 0.5428 54.28%
PPAR gamma + 0.6636 66.36%
Honey bee toxicity - 0.6790 67.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9883 98.83%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.33% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.34% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 92.71% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.63% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.58% 85.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.31% 94.80%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.39% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.97% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.37% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.50% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.45% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.05% 97.25%
CHEMBL1902 P62942 FK506-binding protein 1A 84.17% 97.05%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.30% 90.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.64% 96.09%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.31% 86.00%

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 162910355
LOTUS LTS0260385
wikiData Q105288542