(4aS,6aR,6bR,8aR,10S,12aR,14aS,14bS)-10-hydroxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-4a-carbaldehyde

Details

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Internal ID 5375b39b-e3ff-4640-9601-ebc8ef13b835
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name (4aS,6aR,6bR,8aR,10S,12aR,14aS,14bS)-10-hydroxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-4a-carbaldehyde
SMILES (Canonical) CC1(CCC2(CC=C3C4(CCC5C(C(CCC5(C4CCC3(C2C1)C)C)O)(C)C)C)C=O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]4(C3=CC[C@@]5([C@H]4CC(CC5)(C)C)C=O)C)C)(C)C)O
InChI InChI=1S/C30H48O2/c1-25(2)16-17-30(19-31)15-10-22-28(6)12-8-20-26(3,4)24(32)11-14-27(20,5)21(28)9-13-29(22,7)23(30)18-25/h10,19-21,23-24,32H,8-9,11-18H2,1-7H3/t20-,21+,23-,24-,27-,28+,29+,30-/m0/s1
InChI Key IFVLEXPVJXHCAY-GCHNNGBASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O2
Molecular Weight 440.70 g/mol
Exact Mass 440.365430770 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 7.80
Atomic LogP (AlogP) 7.35
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6bR,8aR,10S,12aR,14aS,14bS)-10-hydroxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-4a-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5399 53.99%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7920 79.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9106 91.06%
OATP1B3 inhibitior + 0.9783 97.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior + 0.9441 94.41%
P-glycoprotein inhibitior - 0.6463 64.63%
P-glycoprotein substrate - 0.8764 87.64%
CYP3A4 substrate + 0.6543 65.43%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7083 70.83%
CYP3A4 inhibition - 0.8616 86.16%
CYP2C9 inhibition - 0.8489 84.89%
CYP2C19 inhibition - 0.6209 62.09%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.8874 88.74%
CYP2C8 inhibition - 0.7399 73.99%
CYP inhibitory promiscuity - 0.8677 86.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5377 53.77%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9278 92.78%
Skin irritation + 0.6366 63.66%
Skin corrosion - 0.9695 96.95%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3820 38.20%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation + 0.5901 59.01%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7057 70.57%
Acute Oral Toxicity (c) III 0.8694 86.94%
Estrogen receptor binding + 0.8788 87.88%
Androgen receptor binding + 0.6334 63.34%
Thyroid receptor binding + 0.6845 68.45%
Glucocorticoid receptor binding + 0.8346 83.46%
Aromatase binding + 0.7252 72.52%
PPAR gamma + 0.5934 59.34%
Honey bee toxicity - 0.8408 84.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9881 98.81%

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 93.18% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.15% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.63% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.30% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 87.52% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.21% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.05% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.91% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.69% 94.45%
CHEMBL2581 P07339 Cathepsin D 83.55% 98.95%

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.
Myrica gale

Cross-Links

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PubChem 21596162
LOTUS LTS0057299
wikiData Q105112411