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(2R,4S,6R)-6-((3R,3aR,5aS,6S,7S,9bR)-6-(3-hydroxypropyl)-3a,6,9b-trimethyl-7-(prop-1-en-2-yl)-2,3,3a,4,5,5a,6,7,8,9b-decahydro-1H-cyclopenta[a]naphthalen-3-yl)-2-methylheptane-1,4-diol

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 ca5eb64e-28be-4955-90ad-21104fd7292d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4S,6R)-6-[(3R,3aR,5aS,6S,7S,9bR)-6-(3-hydroxypropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,5,5a,7,8-octahydrocyclopenta[a]naphthalen-3-yl]-2-methylheptane-1,4-diol
SMILES (Canonical) CC(CC(CC(C)C1CCC2(C1(CCC3C2=CCC(C3(C)CCCO)C(=C)C)C)C)O)CO
SMILES (Isomeric) C[C@H](C[C@H](C[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@@H]3C2=CC[C@H]([C@]3(C)CCCO)C(=C)C)C)C)O)CO
InChI InChI=1S/C30H52O3/c1-20(2)24-9-10-27-26(28(24,5)13-8-16-31)12-15-29(6)25(11-14-30(27,29)7)22(4)18-23(33)17-21(3)19-32/h10,21-26,31-33H,1,8-9,11-19H2,2-7H3/t21-,22-,23-,24+,25-,26-,28+,29-,30+/m1/s1
InChI Key JFEIXQKYVJTKKW-KYELGKBTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H52O3
Molecular Weight 460.70 g/mol
Exact Mass 460.39164552 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.53
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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BDBM50250883
(2R,4S,6R)-6-((3R,3aR,5aS,6S,7S,9bR)-6-(3-hydroxypropyl)-3a,6,9b-trimethyl-7-(prop-1-en-2-yl)-2,3,3a,4,5,5a,6,7,8,9b-decahydro-1H-cyclopenta[a]naphthalen-3-yl)-2-methylheptane-1,4-diol

2D Structure

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2D Structure of (2R,4S,6R)-6-((3R,3aR,5aS,6S,7S,9bR)-6-(3-hydroxypropyl)-3a,6,9b-trimethyl-7-(prop-1-en-2-yl)-2,3,3a,4,5,5a,6,7,8,9b-decahydro-1H-cyclopenta[a]naphthalen-3-yl)-2-methylheptane-1,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 - 0.5141 51.41%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.5030 50.30%
OATP2B1 inhibitior - 0.5704 57.04%
OATP1B1 inhibitior + 0.8503 85.03%
OATP1B3 inhibitior + 0.9552 95.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5236 52.36%
BSEP inhibitior + 0.6263 62.63%
P-glycoprotein inhibitior - 0.6407 64.07%
P-glycoprotein substrate + 0.6709 67.09%
CYP3A4 substrate + 0.6650 66.50%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.6648 66.48%
CYP2C9 inhibition - 0.8532 85.32%
CYP2C19 inhibition - 0.8462 84.62%
CYP2D6 inhibition - 0.9051 90.51%
CYP1A2 inhibition - 0.9097 90.97%
CYP2C8 inhibition + 0.4913 49.13%
CYP inhibitory promiscuity - 0.6945 69.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6403 64.03%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9514 95.14%
Skin irritation - 0.6959 69.59%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4474 44.74%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5478 54.78%
skin sensitisation - 0.7313 73.13%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5199 51.99%
Acute Oral Toxicity (c) III 0.6966 69.66%
Estrogen receptor binding + 0.6236 62.36%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding + 0.6392 63.92%
Glucocorticoid receptor binding + 0.7806 78.06%
Aromatase binding + 0.6306 63.06%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8099 80.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7855 78.55%
Fish aquatic toxicity + 0.9846 98.46%

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 98.67% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.99% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.86% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 90.79% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.68% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.23% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.22% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.56% 100.00%
CHEMBL2885 P07451 Carbonic anhydrase III 84.18% 87.45%
CHEMBL1937 Q92769 Histone deacetylase 2 84.01% 94.75%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.90% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.75% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.69% 100.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 83.03% 95.42%
CHEMBL221 P23219 Cyclooxygenase-1 82.74% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.56% 95.50%

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.
Abies sachalinensis

Cross-Links

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PubChem 10961552
LOTUS LTS0064084
wikiData Q105126648