(1S,2S,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,2,6,9-tetrol

Details

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Internal ID 1efd039a-72b6-4b1d-ac19-32d5f40d00eb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name (1S,2S,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,2,6,9-tetrol
SMILES (Canonical) CC(C)C1C(C(C2C1(CCC3(C2(CC=C4C3C(CC5=C4CCC(C5(C)C)O)O)C)C)CO)O)O
SMILES (Isomeric) CC(C)[C@@H]1[C@@H]([C@H]([C@H]2[C@]1(CC[C@@]3([C@@]2(CC=C4[C@H]3[C@H](CC5=C4CC[C@@H](C5(C)C)O)O)C)C)CO)O)O
InChI InChI=1S/C29H46O5/c1-15(2)21-23(33)24(34)25-28(6)10-9-17-16-7-8-20(32)26(3,4)18(16)13-19(31)22(17)27(28,5)11-12-29(21,25)14-30/h9,15,19-25,30-34H,7-8,10-14H2,1-6H3/t19-,20-,21+,22-,23-,24+,25+,27-,28+,29+/m0/s1
InChI Key HOBVESLWRRPRSW-NBTAMOQGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H46O5
Molecular Weight 474.70 g/mol
Exact Mass 474.33452456 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.58
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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BDBM50389207

2D Structure

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2D Structure of (1S,2S,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,2,6,9-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9888 98.88%
Caco-2 - 0.6348 63.48%
Blood Brain Barrier + 0.6885 68.85%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7671 76.71%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8767 87.67%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5583 55.83%
BSEP inhibitior - 0.5441 54.41%
P-glycoprotein inhibitior - 0.7084 70.84%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6516 65.16%
CYP2C9 substrate - 0.8209 82.09%
CYP2D6 substrate - 0.7769 77.69%
CYP3A4 inhibition - 0.8500 85.00%
CYP2C9 inhibition - 0.8794 87.94%
CYP2C19 inhibition - 0.9189 91.89%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.9311 93.11%
CYP2C8 inhibition + 0.5566 55.66%
CYP inhibitory promiscuity - 0.8695 86.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7240 72.40%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9369 93.69%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9562 95.62%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6668 66.68%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8272 82.72%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7511 75.11%
Acute Oral Toxicity (c) III 0.6703 67.03%
Estrogen receptor binding + 0.7130 71.30%
Androgen receptor binding + 0.7399 73.99%
Thyroid receptor binding + 0.6464 64.64%
Glucocorticoid receptor binding + 0.7369 73.69%
Aromatase binding + 0.6251 62.51%
PPAR gamma + 0.5512 55.12%
Honey bee toxicity - 0.8157 81.57%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9791 97.91%

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 98.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.75% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.55% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.82% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 91.91% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 91.78% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.32% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.29% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.69% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.47% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.26% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.77% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.42% 92.88%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 82.84% 95.42%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.48% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.99% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.56% 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.
Bambusa emeiensis

Cross-Links

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PubChem 60155759
LOTUS LTS0271232
wikiData Q105031166