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(3R,6R)-3-propan-2-yl-6-[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid

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 cdcc1e3e-2476-401d-b2f5-e3d0f8a8917c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3R,6R)-3-propan-2-yl-6-[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O)CC(=O)O
SMILES (Isomeric) C[C@H](CC[C@H](CC(=O)O)C(C)C)[C@H]1C[C@@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C)O
InChI InChI=1S/C29H50O6/c1-16(2)18(12-25(33)34)7-6-17(3)22-14-23(31)26-20-13-24(32)29(35)15-19(30)8-11-28(29,5)21(20)9-10-27(22,26)4/h16-24,26,30-32,35H,6-15H2,1-5H3,(H,33,34)/t17-,18-,19+,20-,21+,22-,23+,24-,26-,27-,28-,29+/m1/s1
InChI Key HEGAQIZAKRFNGS-VWCIBPBZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H50O6
Molecular Weight 494.70 g/mol
Exact Mass 494.36073931 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.23
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,6R)-3-propan-2-yl-6-[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9464 94.64%
Caco-2 - 0.7811 78.11%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7457 74.57%
OATP2B1 inhibitior - 0.5663 56.63%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior + 0.8910 89.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5761 57.61%
P-glycoprotein inhibitior - 0.5245 52.45%
P-glycoprotein substrate + 0.6066 60.66%
CYP3A4 substrate + 0.7385 73.85%
CYP2C9 substrate - 0.8233 82.33%
CYP2D6 substrate - 0.8600 86.00%
CYP3A4 inhibition - 0.8627 86.27%
CYP2C9 inhibition - 0.8678 86.78%
CYP2C19 inhibition - 0.8473 84.73%
CYP2D6 inhibition - 0.9719 97.19%
CYP1A2 inhibition - 0.8576 85.76%
CYP2C8 inhibition - 0.6140 61.40%
CYP inhibitory promiscuity - 0.9734 97.34%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7364 73.64%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9381 93.81%
Skin irritation + 0.6464 64.64%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.6637 66.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4793 47.93%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5560 55.60%
skin sensitisation - 0.8059 80.59%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8280 82.80%
Acute Oral Toxicity (c) I 0.4193 41.93%
Estrogen receptor binding + 0.6145 61.45%
Androgen receptor binding + 0.7944 79.44%
Thyroid receptor binding + 0.5659 56.59%
Glucocorticoid receptor binding + 0.6346 63.46%
Aromatase binding + 0.6277 62.77%
PPAR gamma + 0.5344 53.44%
Honey bee toxicity - 0.6929 69.29%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9815 98.15%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.75% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.78% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.02% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.96% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.60% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.26% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.18% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.98% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.79% 85.14%
CHEMBL236 P41143 Delta opioid receptor 85.03% 99.35%
CHEMBL3776 Q14790 Caspase-8 84.25% 97.06%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 84.17% 95.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.84% 90.71%
CHEMBL274 P51681 C-C chemokine receptor type 5 83.65% 98.77%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.24% 85.31%
CHEMBL5028 O14672 ADAM10 81.91% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.73% 93.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.46% 95.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.42% 96.47%

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.
Lippia origanoides

Cross-Links

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PubChem 101595750
NPASS NPC290939
LOTUS LTS0104900
wikiData Q105026816