(1R,2S,4aS,4bS,6aS,8S,10aR,10bS,12aS)-8-[(3R)-3-hydroxy-4-methylpent-4-enyl]-1,4b,6a,8,10a,12a-hexamethyl-2,3,4,4a,5,6,7,9,10,10b,11,12-dodecahydro-1H-chrysen-2-ol

Details

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Internal ID cdedf752-c459-47da-828a-ea8630ba24a7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (1R,2S,4aS,4bS,6aS,8S,10aR,10bS,12aS)-8-[(3R)-3-hydroxy-4-methylpent-4-enyl]-1,4b,6a,8,10a,12a-hexamethyl-2,3,4,4a,5,6,7,9,10,10b,11,12-dodecahydro-1H-chrysen-2-ol
SMILES (Canonical) CC1C(CCC2C1(CCC3C2(CCC4(C3(CCC(C4)(C)CCC(C(=C)C)O)C)C)C)C)O
SMILES (Isomeric) C[C@H]1[C@H](CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@](C4)(C)CC[C@H](C(=C)C)O)C)C)C)C)O
InChI InChI=1S/C30H52O2/c1-20(2)22(31)11-13-26(4)15-18-30(8)25-12-14-28(6)21(3)23(32)9-10-24(28)29(25,7)17-16-27(30,5)19-26/h21-25,31-32H,1,9-19H2,2-8H3/t21-,22+,23-,24+,25-,26+,27-,28+,29-,30+/m0/s1
InChI Key DUGUOZHQZXSOBI-CQWSXQHKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O2
Molecular Weight 444.70 g/mol
Exact Mass 444.396730897 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 9.10
Atomic LogP (AlogP) 7.53
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4aS,4bS,6aS,8S,10aR,10bS,12aS)-8-[(3R)-3-hydroxy-4-methylpent-4-enyl]-1,4b,6a,8,10a,12a-hexamethyl-2,3,4,4a,5,6,7,9,10,10b,11,12-dodecahydro-1H-chrysen-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9960 99.60%
Caco-2 - 0.6163 61.63%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.4641 46.41%
OATP2B1 inhibitior - 0.5743 57.43%
OATP1B1 inhibitior + 0.9105 91.05%
OATP1B3 inhibitior + 0.9596 95.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6338 63.38%
P-glycoprotein inhibitior - 0.6904 69.04%
P-glycoprotein substrate + 0.5103 51.03%
CYP3A4 substrate + 0.6931 69.31%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.5542 55.42%
CYP2C9 inhibition - 0.8901 89.01%
CYP2C19 inhibition - 0.6835 68.35%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8247 82.47%
CYP2C8 inhibition - 0.6885 68.85%
CYP inhibitory promiscuity - 0.6919 69.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6260 62.60%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.5183 51.83%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.7378 73.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6950 69.50%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6925 69.25%
skin sensitisation + 0.5586 55.86%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7276 72.76%
Acute Oral Toxicity (c) III 0.7729 77.29%
Estrogen receptor binding + 0.7695 76.95%
Androgen receptor binding + 0.6933 69.33%
Thyroid receptor binding + 0.6175 61.75%
Glucocorticoid receptor binding + 0.7411 74.11%
Aromatase binding + 0.7208 72.08%
PPAR gamma + 0.5459 54.59%
Honey bee toxicity - 0.6981 69.81%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9895 98.95%

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 96.17% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.27% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.03% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.06% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.97% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 88.51% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.01% 89.05%
CHEMBL233 P35372 Mu opioid receptor 86.10% 97.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.54% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 84.82% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.61% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.49% 90.08%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.27% 98.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.42% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.12% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.22% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.22% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.17% 92.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.35% 100.00%

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.
Aster ageratoides

Cross-Links

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PubChem 162958933
LOTUS LTS0086872
wikiData Q104989221