(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(3R)-3-hydroxy-6-methylhepta-1,6-dien-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-5,6-diol

Details

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Internal ID deba998c-4ba5-44fc-998f-ac5056db2fc4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(3R)-3-hydroxy-6-methylhepta-1,6-dien-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-5,6-diol
SMILES (Canonical) CC(=C)CCC(C(=C)C1CCC2(C1(CCC34C2CCC5C3(C4)CC(C(C5(C)C)O)O)C)C)O
SMILES (Isomeric) CC(=C)CC[C@H](C(=C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)C[C@H]([C@@H](C5(C)C)O)O)C)C)O
InChI InChI=1S/C30H48O3/c1-18(2)8-9-21(31)19(3)20-12-13-28(7)24-11-10-23-26(4,5)25(33)22(32)16-30(23)17-29(24,30)15-14-27(20,28)6/h20-25,31-33H,1,3,8-17H2,2,4-7H3/t20-,21-,22-,23+,24+,25+,27-,28+,29+,30-/m1/s1
InChI Key XAVSSAREDQONOR-FBVKAPMPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.03
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 (1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(3R)-3-hydroxy-6-methylhepta-1,6-dien-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-5,6-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.5965 59.65%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5671 56.71%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8691 86.91%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6633 66.33%
P-glycoprotein inhibitior - 0.6972 69.72%
P-glycoprotein substrate - 0.5540 55.40%
CYP3A4 substrate + 0.6538 65.38%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7111 71.11%
CYP3A4 inhibition - 0.7652 76.52%
CYP2C9 inhibition - 0.7371 73.71%
CYP2C19 inhibition - 0.6890 68.90%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.8555 85.55%
CYP2C8 inhibition - 0.6123 61.23%
CYP inhibitory promiscuity - 0.7703 77.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6906 69.06%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.5221 52.21%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7699 76.99%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6982 69.82%
skin sensitisation - 0.6312 63.12%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5309 53.09%
Acute Oral Toxicity (c) III 0.4135 41.35%
Estrogen receptor binding + 0.7218 72.18%
Androgen receptor binding + 0.7221 72.21%
Thyroid receptor binding + 0.5662 56.62%
Glucocorticoid receptor binding + 0.6897 68.97%
Aromatase binding + 0.7269 72.69%
PPAR gamma + 0.5193 51.93%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9946 99.46%

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 97.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.83% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.58% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.36% 82.69%
CHEMBL2581 P07339 Cathepsin D 92.67% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.96% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.88% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.96% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.38% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.08% 94.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.73% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.08% 94.62%

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.
Plumbago zeylanica
Xylopia columbiana

Cross-Links

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PubChem 11282502
NPASS NPC205856
LOTUS LTS0136835
wikiData Q105324169