(1S,3S,4R,5S,6R,8S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,5,6-triol

Details

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Internal ID 5a19f386-3047-43c4-b9f5-dccd6a3be951
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3S,4R,5S,6R,8S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,5,6-triol
SMILES (Canonical) CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(C(C(C5(C)C)O)O)O)C)C
SMILES (Isomeric) C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)[C@H]([C@H]([C@@H](C5(C)C)O)O)O)C)C
InChI InChI=1S/C30H50O3/c1-18(2)9-8-10-19(3)20-13-14-28(7)22-12-11-21-26(4,5)24(32)23(31)25(33)30(21)17-29(22,30)16-15-27(20,28)6/h9,19-25,31-33H,8,10-17H2,1-7H3/t19-,20-,21+,22+,23+,24+,25+,27-,28+,29+,30-/m1/s1
InChI Key DATCMCBQCCLKRF-QMIHFCROSA-N
Popularity 2 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 7.60
Atomic LogP (AlogP) 6.11
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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Cycloartane-24-ene-1alpha,2alpha,3beta-triol

2D Structure

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2D Structure of (1S,3S,4R,5S,6R,8S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,5,6-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9816 98.16%
Caco-2 - 0.6196 61.96%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5320 53.20%
OATP2B1 inhibitior - 0.5767 57.67%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.9277 92.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7418 74.18%
P-glycoprotein inhibitior - 0.6428 64.28%
P-glycoprotein substrate - 0.6832 68.32%
CYP3A4 substrate + 0.6225 62.25%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7111 71.11%
CYP3A4 inhibition - 0.8919 89.19%
CYP2C9 inhibition - 0.5189 51.89%
CYP2C19 inhibition - 0.6298 62.98%
CYP2D6 inhibition - 0.9149 91.49%
CYP1A2 inhibition - 0.7206 72.06%
CYP2C8 inhibition - 0.7259 72.59%
CYP inhibitory promiscuity - 0.5529 55.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6425 64.25%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9461 94.61%
Skin irritation - 0.5757 57.57%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7224 72.24%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7049 70.49%
skin sensitisation - 0.6427 64.27%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7642 76.42%
Acute Oral Toxicity (c) III 0.3609 36.09%
Estrogen receptor binding + 0.7507 75.07%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding + 0.6240 62.40%
Glucocorticoid receptor binding + 0.7188 71.88%
Aromatase binding + 0.7880 78.80%
PPAR gamma + 0.6178 61.78%
Honey bee toxicity - 0.7837 78.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9952 99.52%

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 96.05% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.66% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.99% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.50% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.31% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.19% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.94% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.69% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.20% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.78% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.29% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.09% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.92% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.77% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 80.52% 95.93%

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.
Angelica genuflexa
Commiphora gileadensis

Cross-Links

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PubChem 16681226
NPASS NPC71520
ChEMBL CHEMBL403639
LOTUS LTS0065640
wikiData Q104973938