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3-[(1S,3S,6S,9S,9aR,9bR)-1,9-dihydroxy-3-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

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 0816b7b8-c891-4f96-ae2a-ded5dc3c6c9c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[(1S,3S,6S,9S,9aR,9bR)-1,9-dihydroxy-3-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical) CC(=C)C1CC(C2(C(C1(C)CCC(=O)O)CCC3C2(C(CC3C4(CCC(O4)C(C)(C)O)C)O)C)C)O
SMILES (Isomeric) CC(=C)C1C[C@@H]([C@@]2(C([C@@]1(C)CCC(=O)O)CCC3[C@]2([C@H](C[C@@H]3[C@@]4(CC[C@H](O4)C(C)(C)O)C)O)C)C)O
InChI InChI=1S/C30H50O6/c1-17(2)19-15-23(32)30(8)21(27(19,5)13-12-25(33)34)10-9-18-20(16-22(31)29(18,30)7)28(6)14-11-24(36-28)26(3,4)35/h18-24,31-32,35H,1,9-16H2,2-8H3,(H,33,34)/t18?,19?,20-,21?,22-,23-,24-,27-,28-,29-,30-/m0/s1
InChI Key QASYITVEEGPNPT-MNAUKPDGSA-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) 107.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,3S,6S,9S,9aR,9bR)-1,9-dihydroxy-3-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9908 99.08%
Caco-2 - 0.7187 71.87%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7529 75.29%
OATP2B1 inhibitior - 0.5645 56.45%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior - 0.2130 21.30%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6907 69.07%
P-glycoprotein inhibitior - 0.5748 57.48%
P-glycoprotein substrate + 0.5162 51.62%
CYP3A4 substrate + 0.7127 71.27%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8598 85.98%
CYP3A4 inhibition + 0.5747 57.47%
CYP2C9 inhibition - 0.8341 83.41%
CYP2C19 inhibition - 0.7446 74.46%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.8548 85.48%
CYP2C8 inhibition + 0.5262 52.62%
CYP inhibitory promiscuity - 0.7777 77.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5947 59.47%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9292 92.92%
Skin irritation + 0.5908 59.08%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.6699 66.99%
Human Ether-a-go-go-Related Gene inhibition - 0.4076 40.76%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5549 55.49%
skin sensitisation - 0.7739 77.39%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8672 86.72%
Acute Oral Toxicity (c) I 0.4613 46.13%
Estrogen receptor binding + 0.6330 63.30%
Androgen receptor binding + 0.7236 72.36%
Thyroid receptor binding + 0.5606 56.06%
Glucocorticoid receptor binding + 0.7410 74.10%
Aromatase binding + 0.7223 72.23%
PPAR gamma + 0.5666 56.66%
Honey bee toxicity - 0.7632 76.32%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6574 65.74%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.89% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.42% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.08% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.42% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.59% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.37% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.35% 91.11%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.67% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.57% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.08% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.91% 91.19%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.98% 97.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.66% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.94% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.89% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.40% 93.04%
CHEMBL5028 O14672 ADAM10 82.17% 97.50%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 81.75% 92.26%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.68% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.06% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 80.47% 98.10%

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.
Cabralea canjerana

Cross-Links

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PubChem 162820385
LOTUS LTS0253135
wikiData Q105217583