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[(3S,6R,8S,9R,10R,13R,14R,17R)-8,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate

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 b690d737-fd6d-468a-b8fc-cffc40099925
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(3S,6R,8S,9R,10R,13R,14R,17R)-8,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4(CC(C3=C2)OC(=O)C)O)O)C6=COC(=O)C=C6)C)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@]4(C[C@H](C3=C2)OC(=O)C)O)O)C6=COC(=O)C=C6)C)C)O)O)O
InChI InChI=1S/C32H44O11/c1-16-25(35)26(36)27(37)28(41-16)43-19-7-10-29(3)21(13-19)22(42-17(2)33)14-31(38)23(29)9-11-30(4)20(8-12-32(30,31)39)18-5-6-24(34)40-15-18/h5-6,13,15-16,19-20,22-23,25-28,35-39H,7-12,14H2,1-4H3/t16-,19-,20+,22+,23+,25-,26+,27+,28-,29-,30+,31-,32+/m0/s1
InChI Key HQMHIGHRTZGDOY-JCVXELBKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O11
Molecular Weight 604.70 g/mol
Exact Mass 604.28836222 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,6R,8S,9R,10R,13R,14R,17R)-8,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9486 94.86%
Caco-2 - 0.8987 89.87%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7729 77.29%
OATP2B1 inhibitior - 0.8632 86.32%
OATP1B1 inhibitior + 0.8274 82.74%
OATP1B3 inhibitior + 0.8356 83.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9321 93.21%
BSEP inhibitior + 0.8201 82.01%
P-glycoprotein inhibitior + 0.6666 66.66%
P-glycoprotein substrate - 0.5136 51.36%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8826 88.26%
CYP3A4 inhibition - 0.7646 76.46%
CYP2C9 inhibition - 0.8918 89.18%
CYP2C19 inhibition - 0.9110 91.10%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8982 89.82%
CYP2C8 inhibition + 0.6587 65.87%
CYP inhibitory promiscuity - 0.9181 91.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5163 51.63%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9299 92.99%
Skin irritation - 0.5530 55.30%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6880 68.80%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.6390 63.90%
skin sensitisation - 0.8716 87.16%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7553 75.53%
Acute Oral Toxicity (c) II 0.5925 59.25%
Estrogen receptor binding + 0.8226 82.26%
Androgen receptor binding + 0.7156 71.56%
Thyroid receptor binding - 0.5270 52.70%
Glucocorticoid receptor binding + 0.7419 74.19%
Aromatase binding + 0.7124 71.24%
PPAR gamma + 0.6290 62.90%
Honey bee toxicity - 0.7293 72.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5150 51.50%
Fish aquatic toxicity + 0.9952 99.52%

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 98.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.83% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.53% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.06% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.97% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.80% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.82% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.48% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.42% 97.36%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 88.38% 87.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.35% 94.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.51% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.47% 99.23%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.63% 89.44%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.42% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.48% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.44% 100.00%

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.
Drimia maritima

Cross-Links

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PubChem 101101715
LOTUS LTS0186723
wikiData Q105032308