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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 63673c55-b010-4564-b8cf-8c494cd24409
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)-15-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,5,6-triol
SMILES (Canonical) CC(CC=CC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)C(C(C(C5(C)C)O)O)O)C)C
SMILES (Isomeric) C[C@H](C/C=C/C(C)(C)O)[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/C30H50O4/c1-18(9-8-13-25(2,3)34)19-12-14-28(7)21-11-10-20-26(4,5)23(32)22(31)24(33)30(20)17-29(21,30)16-15-27(19,28)6/h8,13,18-24,31-34H,9-12,14-17H2,1-7H3/b13-8+/t18-,19-,20+,21+,22+,23+,24+,27-,28+,29+,30-/m1/s1
InChI Key AAUDVCPRPMQVGQ-NLTJIPSISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.08
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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(23E)-Cycloartane-23-ene-1alpha,2alpha,3beta,25-tetraol

2D Structure

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2D Structure of (1S,3S,4R,5S,6R,8S,11S,12S,15R,16R)-15-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[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 + 0.9547 95.47%
Caco-2 - 0.6952 69.52%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.5421 54.21%
OATP2B1 inhibitior - 0.7196 71.96%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.9253 92.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7821 78.21%
P-glycoprotein inhibitior - 0.5758 57.58%
P-glycoprotein substrate - 0.6352 63.52%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.7853 78.53%
CYP2D6 substrate - 0.7634 76.34%
CYP3A4 inhibition - 0.8406 84.06%
CYP2C9 inhibition - 0.6529 65.29%
CYP2C19 inhibition - 0.6837 68.37%
CYP2D6 inhibition - 0.9311 93.11%
CYP1A2 inhibition - 0.6709 67.09%
CYP2C8 inhibition - 0.5598 55.98%
CYP inhibitory promiscuity - 0.7645 76.45%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.7020 70.20%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9448 94.48%
Skin irritation - 0.5760 57.60%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.6507 65.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6837 68.37%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.7111 71.11%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8081 80.81%
Acute Oral Toxicity (c) III 0.4383 43.83%
Estrogen receptor binding + 0.8053 80.53%
Androgen receptor binding + 0.7332 73.32%
Thyroid receptor binding + 0.6467 64.67%
Glucocorticoid receptor binding + 0.7374 73.74%
Aromatase binding + 0.7595 75.95%
PPAR gamma + 0.5599 55.99%
Honey bee toxicity - 0.7528 75.28%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9945 99.45%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.81% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.89% 96.09%
CHEMBL240 Q12809 HERG 94.94% 89.76%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.13% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 89.58% 97.79%
CHEMBL1977 P11473 Vitamin D receptor 87.26% 99.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.01% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.43% 93.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.32% 85.31%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.21% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.16% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.71% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.63% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.41% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.99% 95.56%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 81.11% 97.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.56% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.10% 92.88%

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

Cross-Links

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PubChem 24770735
NPASS NPC275671
ChEMBL CHEMBL254751