(3S,6aS,6aS,6bR,8aS,11R,12aR,14aR,14bS)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14a-heptamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-ol

Details

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Internal ID e5af9eda-cd33-4981-8a19-e1eac17bcae5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,6aS,6aS,6bR,8aS,11R,12aR,14aR,14bS)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14a-heptamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-ol
SMILES (Canonical) CC1(C(CCC2C1=CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)CO)C)C)C)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@](C[C@H]1[C@@]3(CC[C@]4([C@@H]5CC[C@@H](C(C5=CC[C@@H]4[C@]3(CC2)C)(C)C)O)C)C)(C)CO
InChI InChI=1S/C30H50O2/c1-25(2)20-8-10-22-28(5,21(20)9-11-24(25)32)15-17-30(7)23-18-26(3,19-31)12-13-27(23,4)14-16-29(22,30)6/h8,21-24,31-32H,9-19H2,1-7H3/t21-,22+,23-,24+,26-,27-,28+,29-,30+/m1/s1
InChI Key LMQGCNAOWXUOEU-RKJZCXAYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O2
Molecular Weight 442.70 g/mol
Exact Mass 442.381080833 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.14
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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99891-87-9

2D Structure

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2D Structure of (3S,6aS,6aS,6bR,8aS,11R,12aR,14aR,14bS)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14a-heptamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9967 99.67%
Caco-2 + 0.5423 54.23%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6394 63.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9251 92.51%
OATP1B3 inhibitior + 0.9645 96.45%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5635 56.35%
BSEP inhibitior + 0.6751 67.51%
P-glycoprotein inhibitior - 0.7602 76.02%
P-glycoprotein substrate - 0.6700 67.00%
CYP3A4 substrate + 0.6426 64.26%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.8016 80.16%
CYP2C9 inhibition - 0.8893 88.93%
CYP2C19 inhibition - 0.8457 84.57%
CYP2D6 inhibition - 0.9156 91.56%
CYP1A2 inhibition - 0.8632 86.32%
CYP2C8 inhibition - 0.6413 64.13%
CYP inhibitory promiscuity - 0.6829 68.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6559 65.59%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9473 94.73%
Skin irritation - 0.6560 65.60%
Skin corrosion - 0.9692 96.92%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7340 73.40%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6901 69.01%
skin sensitisation - 0.6103 61.03%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5559 55.59%
Acute Oral Toxicity (c) III 0.8142 81.42%
Estrogen receptor binding + 0.8897 88.97%
Androgen receptor binding + 0.6648 66.48%
Thyroid receptor binding + 0.7028 70.28%
Glucocorticoid receptor binding + 0.7779 77.79%
Aromatase binding + 0.6886 68.86%
PPAR gamma + 0.5427 54.27%
Honey bee toxicity - 0.8989 89.89%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9677 96.77%

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 96.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.53% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.16% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.90% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 89.37% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.26% 95.89%
CHEMBL1977 P11473 Vitamin D receptor 85.93% 99.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.78% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.64% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.46% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.41% 94.45%
CHEMBL1871 P10275 Androgen Receptor 82.82% 96.43%
CHEMBL2581 P07339 Cathepsin D 82.45% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.35% 95.56%
CHEMBL2916 O14746 Telomerase reverse transcriptase 81.14% 90.00%

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.
Achillea micrantha
Bidens cernua
Crucianella maritima
Euphorbia cheiradenia
Iris pallida
Kadsura heteroclita
Maytenus apurimacensis
Pentzia calva
Plazia daphnoides
Semialarium mexicanum
Sphagneticola calendulacea
Symphonia globulifera
Tetracera sarmentosa

Cross-Links

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PubChem 13918509
NPASS NPC252617
LOTUS LTS0005807
wikiData Q105154115