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(2R,4S)-2-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-6-methylhept-5-ene-1,4-diol

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 ba7282bc-b763-405e-970b-e89c9aa4dca6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (2R,4S)-2-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-6-methylhept-5-ene-1,4-diol
SMILES (Canonical) CC(=CC(CC(CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C)O)C
SMILES (Isomeric) CC(=C[C@H](C[C@@H](CO)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C)O)C
InChI InChI=1S/C30H50O3/c1-19(2)15-21(32)16-20(17-31)22-9-11-28(6)24-8-7-23-26(3,4)25(33)10-12-29(23)18-30(24,29)14-13-27(22,28)5/h15,20-25,31-33H,7-14,16-18H2,1-6H3/t20-,21+,22+,23-,24-,25-,27+,28-,29+,30-/m0/s1
InChI Key BDEXCZWSCNDJPX-SRFRYMCVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.11
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4S)-2-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-6-methylhept-5-ene-1,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.6213 62.13%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5657 56.57%
OATP2B1 inhibitior - 0.7146 71.46%
OATP1B1 inhibitior + 0.8879 88.79%
OATP1B3 inhibitior + 0.9660 96.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5676 56.76%
BSEP inhibitior - 0.4563 45.63%
P-glycoprotein inhibitior - 0.6652 66.52%
P-glycoprotein substrate - 0.6346 63.46%
CYP3A4 substrate + 0.6340 63.40%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7194 71.94%
CYP3A4 inhibition - 0.7734 77.34%
CYP2C9 inhibition - 0.7229 72.29%
CYP2C19 inhibition - 0.8961 89.61%
CYP2D6 inhibition - 0.9266 92.66%
CYP1A2 inhibition - 0.8771 87.71%
CYP2C8 inhibition - 0.6200 62.00%
CYP inhibitory promiscuity - 0.6421 64.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6626 66.26%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9430 94.30%
Skin irritation - 0.6235 62.35%
Skin corrosion - 0.9601 96.01%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7079 70.79%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6196 61.96%
skin sensitisation - 0.7051 70.51%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8259 82.59%
Acute Oral Toxicity (c) III 0.6548 65.48%
Estrogen receptor binding + 0.8585 85.85%
Androgen receptor binding + 0.7906 79.06%
Thyroid receptor binding + 0.6517 65.17%
Glucocorticoid receptor binding + 0.7282 72.82%
Aromatase binding + 0.7501 75.01%
PPAR gamma + 0.5880 58.80%
Honey bee toxicity - 0.7324 73.24%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9794 97.94%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.29% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.77% 96.09%
CHEMBL206 P03372 Estrogen receptor alpha 92.13% 97.64%
CHEMBL2581 P07339 Cathepsin D 91.07% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.88% 96.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.60% 92.86%
CHEMBL340 P08684 Cytochrome P450 3A4 86.47% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.39% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.51% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 85.27% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 84.43% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.17% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.94% 97.47%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.78% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.17% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.90% 100.00%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 82.84% 97.43%
CHEMBL240 Q12809 HERG 82.51% 89.76%
CHEMBL233 P35372 Mu opioid receptor 82.39% 97.93%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.22% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.48% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.07% 95.89%

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.
Monocyclanthus vignei

Cross-Links

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PubChem 162985922
LOTUS LTS0271734
wikiData Q104924002