(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14R,14aS,14bR)-10,11,14,14a-tetrahydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

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Internal ID 4123734a-00f3-4b22-bed3-d20aeaccc4b8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14R,14aS,14bR)-10,11,14,14a-tetrahydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C4(CCC5C(C(C(CC5(C4CC(C3(C2C1)O)O)C)O)O)(C)C)C)C)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1C[C@H]([C@]4([C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)O)O)(C[C@H]([C@@H](C3(C)C)O)O)C
InChI InChI=1S/C30H50O6/c1-24(2)10-12-29(23(34)35)13-11-28(7)27(6)9-8-18-25(3,4)22(33)17(31)15-26(18,5)19(27)14-21(32)30(28,36)20(29)16-24/h17-22,31-33,36H,8-16H2,1-7H3,(H,34,35)/t17-,18+,19-,20-,21-,22+,26+,27-,28+,29+,30-/m1/s1
InChI Key SLYSVHYKZQYZPF-LYPZTMPXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O6
Molecular Weight 506.70 g/mol
Exact Mass 506.36073931 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.37
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14R,14aS,14bR)-10,11,14,14a-tetrahydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9753 97.53%
Caco-2 - 0.7022 70.22%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8537 85.37%
OATP2B1 inhibitior - 0.5749 57.49%
OATP1B1 inhibitior + 0.8664 86.64%
OATP1B3 inhibitior + 0.9309 93.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.5551 55.51%
P-glycoprotein inhibitior - 0.7607 76.07%
P-glycoprotein substrate - 0.7410 74.10%
CYP3A4 substrate + 0.6615 66.15%
CYP2C9 substrate - 0.8233 82.33%
CYP2D6 substrate - 0.8600 86.00%
CYP3A4 inhibition - 0.8376 83.76%
CYP2C9 inhibition - 0.9257 92.57%
CYP2C19 inhibition - 0.9203 92.03%
CYP2D6 inhibition - 0.9734 97.34%
CYP1A2 inhibition - 0.7974 79.74%
CYP2C8 inhibition - 0.6561 65.61%
CYP inhibitory promiscuity - 0.9899 98.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7399 73.99%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9047 90.47%
Skin irritation + 0.6215 62.15%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7068 70.68%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.6716 67.16%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4653 46.53%
Acute Oral Toxicity (c) III 0.7202 72.02%
Estrogen receptor binding + 0.7764 77.64%
Androgen receptor binding + 0.7179 71.79%
Thyroid receptor binding + 0.5922 59.22%
Glucocorticoid receptor binding + 0.7464 74.64%
Aromatase binding + 0.7435 74.35%
PPAR gamma + 0.5940 59.40%
Honey bee toxicity - 0.8384 83.84%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5334 53.34%
Fish aquatic toxicity + 0.9848 98.48%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 91.22% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.04% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.98% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.43% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.57% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.66% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 84.24% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.84% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.24% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.04% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.02% 92.94%

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.
Photinia serratifolia

Cross-Links

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PubChem 101854758
LOTUS LTS0168157
wikiData Q105255759