(1R,3R,4aS,6aR,6bS,8aR,11R,12S,12aR,14R,14aS,14bS)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-1,3,14-triol

Details

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Internal ID b27d08a4-52ab-4a5b-b148-5f4aceae6e03
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3R,4aS,6aR,6bS,8aR,11R,12S,12aR,14R,14aS,14bS)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-1,3,14-triol
SMILES (Canonical) CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(C(CC(C5(C)C)O)O)C)C)O)C2C1C)C)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4([C@@H](C[C@H](C5(C)C)O)O)C)C)O)[C@@H]2[C@H]1C)C)C
InChI InChI=1S/C30H50O3/c1-17-9-11-27(5)13-14-28(6)19(24(27)18(17)2)15-20(31)25-29(28,7)12-10-21-26(3,4)22(32)16-23(33)30(21,25)8/h15,17-18,20-25,31-33H,9-14,16H2,1-8H3/t17-,18+,20-,21+,22-,23-,24+,25+,27-,28-,29-,30-/m1/s1
InChI Key DGPSWRZULAAATP-FPGKDSDWSA-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 6.90
Atomic LogP (AlogP) 5.97
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,4aS,6aR,6bS,8aR,11R,12S,12aR,14R,14aS,14bS)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-1,3,14-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 - 0.5171 51.71%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4906 49.06%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8335 83.35%
OATP1B3 inhibitior + 0.9596 95.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6723 67.23%
P-glycoprotein inhibitior - 0.7834 78.34%
P-glycoprotein substrate - 0.7096 70.96%
CYP3A4 substrate + 0.6503 65.03%
CYP2C9 substrate - 0.6165 61.65%
CYP2D6 substrate - 0.7040 70.40%
CYP3A4 inhibition - 0.7915 79.15%
CYP2C9 inhibition - 0.8254 82.54%
CYP2C19 inhibition - 0.8232 82.32%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8184 81.84%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7265 72.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5688 56.88%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9446 94.46%
Skin irritation + 0.5606 56.06%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.7387 73.87%
Human Ether-a-go-go-Related Gene inhibition - 0.4093 40.93%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7029 70.29%
skin sensitisation - 0.5662 56.62%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6494 64.94%
Acute Oral Toxicity (c) I 0.6837 68.37%
Estrogen receptor binding + 0.7366 73.66%
Androgen receptor binding + 0.7228 72.28%
Thyroid receptor binding + 0.6284 62.84%
Glucocorticoid receptor binding + 0.7581 75.81%
Aromatase binding + 0.7074 70.74%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7824 78.24%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.9821 98.21%

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
CHEMBL221 P23219 Cyclooxygenase-1 93.76% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.46% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.17% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.19% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.70% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.73% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.67% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.46% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.39% 94.45%
CHEMBL4072 P07858 Cathepsin B 80.99% 93.67%

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.
Salvia kronenburgii

Cross-Links

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PubChem 101000531
LOTUS LTS0194711
wikiData Q104979018