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

Details

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Internal ID e36ffd6b-0008-4a1e-b813-27bc42d403ef
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
IUPAC Name (1S,2R,4aS,6aR,6aR,6bS,10S,12aS,14aS,14bS)-10-hydroxy-1,2,6a,6a,9,9,14a-heptamethyl-2,3,4,5,6,6b,7,10,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C4CC=C5C(C4(CCC3(C2C1C)C)C)CCC(C5(C)C)O)C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3([C@H]4CC=C5[C@H]([C@@]4(CC[C@]3([C@@H]2[C@H]1C)C)C)CC[C@@H](C5(C)C)O)C)C(=O)O
InChI InChI=1S/C30H48O3/c1-18-12-13-30(25(32)33)17-16-28(6)22-10-8-20-21(9-11-23(31)26(20,3)4)27(22,5)14-15-29(28,7)24(30)19(18)2/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21-,22+,23+,24+,27+,28-,29+,30+/m1/s1
InChI Key WLHJOAZSIGZCFQ-ATKMEVJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.09
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 (1S,2R,4aS,6aR,6aR,6bS,10S,12aS,14aS,14bS)-10-hydroxy-1,2,6a,6a,9,9,14a-heptamethyl-2,3,4,5,6,6b,7,10,11,12,12a,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 + 0.9972 99.72%
Caco-2 + 0.5221 52.21%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8699 86.99%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.9030 90.30%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.7266 72.66%
P-glycoprotein inhibitior - 0.7551 75.51%
P-glycoprotein substrate - 0.6414 64.14%
CYP3A4 substrate + 0.6481 64.81%
CYP2C9 substrate - 0.8404 84.04%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition - 0.8695 86.95%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.9169 91.69%
CYP2C8 inhibition - 0.5826 58.26%
CYP inhibitory promiscuity - 0.9046 90.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5962 59.62%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9459 94.59%
Skin irritation + 0.6328 63.28%
Skin corrosion - 0.9644 96.44%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3889 38.89%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6084 60.84%
skin sensitisation + 0.5630 56.30%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8050 80.50%
Acute Oral Toxicity (c) III 0.8316 83.16%
Estrogen receptor binding + 0.8031 80.31%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.6610 66.10%
Glucocorticoid receptor binding + 0.8391 83.91%
Aromatase binding + 0.7235 72.35%
PPAR gamma - 0.4841 48.41%
Honey bee toxicity - 0.8898 88.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.32% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.27% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.25% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.36% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.27% 90.17%
CHEMBL2581 P07339 Cathepsin D 84.73% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.28% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.73% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 82.55% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.85% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.57% 100.00%
CHEMBL5028 O14672 ADAM10 80.75% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.26% 93.56%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 101945420
LOTUS LTS0040322
wikiData Q105307964