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(1R,3aR,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydro-1H-cyclopenta[a]chrysene-6,9-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 893913d2-023c-4b2d-b038-50d392312dcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydro-1H-cyclopenta[a]chrysene-6,9-diol
SMILES (Canonical) CC(=C)C1CCC2C1C3CCC4C5(CCC(C(C5CC(C4(C3(CC2)C)C)O)(C)C)O)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@H]2[C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5C[C@@H]([C@]4([C@@]3(CC2)C)C)O)(C)C)O)C
InChI InChI=1S/C29H48O2/c1-17(2)19-9-8-18-12-15-28(6)20(25(18)19)10-11-21-27(5)14-13-23(30)26(3,4)22(27)16-24(31)29(21,28)7/h18-25,30-31H,1,8-16H2,2-7H3/t18-,19+,20-,21-,22+,23+,24+,25-,27-,28-,29+/m1/s1
InChI Key HTNJIJNQTWONSZ-QJCDGNINSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 8.10
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydro-1H-cyclopenta[a]chrysene-6,9-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 - 0.5704 57.04%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4940 49.40%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior + 0.8964 89.64%
OATP1B3 inhibitior - 0.2792 27.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.5732 57.32%
P-glycoprotein inhibitior - 0.8061 80.61%
P-glycoprotein substrate - 0.6619 66.19%
CYP3A4 substrate + 0.6705 67.05%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8394 83.94%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.7881 78.81%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.8258 82.58%
CYP2C8 inhibition - 0.6523 65.23%
CYP inhibitory promiscuity - 0.7013 70.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9057 90.57%
Skin irritation + 0.5722 57.22%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.7283 72.83%
Human Ether-a-go-go-Related Gene inhibition + 0.6847 68.47%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.7666 76.66%
skin sensitisation + 0.5639 56.39%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8249 82.49%
Acute Oral Toxicity (c) III 0.5475 54.75%
Estrogen receptor binding + 0.7937 79.37%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.7444 74.44%
Aromatase binding + 0.6653 66.53%
PPAR gamma - 0.5417 54.17%
Honey bee toxicity - 0.6502 65.02%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9925 99.25%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.14% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.13% 97.25%
CHEMBL206 P03372 Estrogen receptor alpha 94.97% 97.64%
CHEMBL221 P23219 Cyclooxygenase-1 94.59% 90.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.63% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.94% 97.09%
CHEMBL242 Q92731 Estrogen receptor beta 90.01% 98.35%
CHEMBL237 P41145 Kappa opioid receptor 89.46% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.70% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.44% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.26% 96.38%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.32% 92.86%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.26% 82.69%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 85.11% 95.42%
CHEMBL268 P43235 Cathepsin K 84.57% 96.85%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.29% 91.11%
CHEMBL233 P35372 Mu opioid receptor 84.29% 97.93%
CHEMBL259 P32245 Melanocortin receptor 4 83.70% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.62% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.24% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 81.94% 91.19%
CHEMBL1871 P10275 Androgen Receptor 81.43% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.33% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 81.02% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 80.01% 94.75%

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.
Dracocephalum forrestii

Cross-Links

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PubChem 162907034
LOTUS LTS0051875
wikiData Q105033525