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2-[(1R,3aR,5aR,5bR,7aS,9S,11R,11aS,11bS,12R,13aR,13bS)-9,11,12-trihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]prop-2-enal

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 b7c7a4c9-1c99-4759-a102-7a2420a48b19
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[(1R,3aR,5aR,5bR,7aS,9S,11R,11aS,11bS,12R,13aR,13bS)-9,11,12-trihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]prop-2-enal
SMILES (Canonical) CC1(C2CCC3(C(C2(C(CC1O)O)C)C(CC4C3(CCC5(C4C(CC5)C(=C)C=O)C)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@H]([C@@H]1[C@H]3C[C@H]([C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@@H](C[C@@H](C5(C)C)O)O)C)C)O)C(=C)C=O
InChI InChI=1S/C30H48O4/c1-17(16-31)18-8-10-27(4)12-13-28(5)19(24(18)27)14-20(32)25-29(28,6)11-9-21-26(2,3)22(33)15-23(34)30(21,25)7/h16,18-25,32-34H,1,8-15H2,2-7H3/t18-,19+,20+,21-,22-,23+,24+,25-,27+,28+,29+,30+/m0/s1
InChI Key XQHQIRVSHQEBJY-AMZTXIEOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.15
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1R,3aR,5aR,5bR,7aS,9S,11R,11aS,11bS,12R,13aR,13bS)-9,11,12-trihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]prop-2-enal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9894 98.94%
Caco-2 - 0.6721 67.21%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5296 52.96%
OATP2B1 inhibitior - 0.7160 71.60%
OATP1B1 inhibitior + 0.8283 82.83%
OATP1B3 inhibitior - 0.3390 33.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6956 69.56%
P-glycoprotein inhibitior - 0.7163 71.63%
P-glycoprotein substrate - 0.7041 70.41%
CYP3A4 substrate + 0.6930 69.30%
CYP2C9 substrate - 0.6551 65.51%
CYP2D6 substrate - 0.7798 77.98%
CYP3A4 inhibition - 0.7701 77.01%
CYP2C9 inhibition - 0.8354 83.54%
CYP2C19 inhibition - 0.8832 88.32%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.8022 80.22%
CYP2C8 inhibition + 0.4474 44.74%
CYP inhibitory promiscuity - 0.8292 82.92%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9493 94.93%
Skin irritation + 0.6585 65.85%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.7064 70.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7617 76.17%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.6377 63.77%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.6759 67.59%
Acute Oral Toxicity (c) I 0.8355 83.55%
Estrogen receptor binding + 0.7788 77.88%
Androgen receptor binding + 0.7535 75.35%
Thyroid receptor binding + 0.5956 59.56%
Glucocorticoid receptor binding + 0.7062 70.62%
Aromatase binding + 0.6888 68.88%
PPAR gamma + 0.5981 59.81%
Honey bee toxicity - 0.6006 60.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL233 P35372 Mu opioid receptor 91.38% 97.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.96% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.59% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.94% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.94% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.10% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.89% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.74% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.45% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.00% 91.11%
CHEMBL259 P32245 Melanocortin receptor 4 83.27% 95.38%
CHEMBL1937 Q92769 Histone deacetylase 2 83.17% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.04% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.65% 91.03%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.38% 95.58%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.91% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.66% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.31% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.18% 96.43%
CHEMBL1902 P62942 FK506-binding protein 1A 80.14% 97.05%

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.
Nepeta hindostana

Cross-Links

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PubChem 101656239
LOTUS LTS0137501
wikiData Q105339705