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Orthenine

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 3c9fa706-9459-4f2a-b275-0e45ec0c37e9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [8,14,17-trihydroxy-17-(1-hydroxyethyl)-3-[5-[5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)O)O)C)OC(=O)C=CC9=CC=CC=C9)C)C)C)C)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)O)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)C)OC)O
InChI InChI=1S/C58H88O19/c1-31-50(61)39(65-8)26-47(69-31)75-52-33(3)71-49(28-41(52)67-10)77-53-34(4)72-48(29-42(53)68-11)76-51-32(2)70-46(27-40(51)66-9)73-38-20-21-54(6)37(25-38)19-22-57(63)43(54)30-44(74-45(60)18-17-36-15-13-12-14-16-36)55(7)56(62,35(5)59)23-24-58(55,57)64/h12-19,31-35,38-44,46-53,59,61-64H,20-30H2,1-11H3/b18-17+
InChI Key CIURCETXWIFBSY-ISLYRVAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H88O19
Molecular Weight 1089.30 g/mol
Exact Mass 1088.59198057 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.03
H-Bond Acceptor 19
H-Bond Donor 5
Rotatable Bonds 16

Synonyms

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101241-19-4

2D Structure

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2D Structure of Orthenine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9292 92.92%
Caco-2 - 0.8638 86.38%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6901 69.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8467 84.67%
OATP1B3 inhibitior + 0.8996 89.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9840 98.40%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate + 0.7355 73.55%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8864 88.64%
CYP3A4 inhibition - 0.8470 84.70%
CYP2C9 inhibition - 0.9032 90.32%
CYP2C19 inhibition - 0.8944 89.44%
CYP2D6 inhibition - 0.9189 91.89%
CYP1A2 inhibition - 0.8321 83.21%
CYP2C8 inhibition + 0.7223 72.23%
CYP inhibitory promiscuity - 0.9374 93.74%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5422 54.22%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.5131 51.31%
Skin corrosion - 0.9316 93.16%
Ames mutagenesis - 0.7670 76.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7886 78.86%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6166 61.66%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9574 95.74%
Acute Oral Toxicity (c) II 0.5618 56.18%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.7713 77.13%
Thyroid receptor binding + 0.6660 66.60%
Glucocorticoid receptor binding + 0.7868 78.68%
Aromatase binding + 0.6332 63.32%
PPAR gamma + 0.8235 82.35%
Honey bee toxicity - 0.6521 65.21%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9763 97.63%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.88% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.16% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.83% 96.00%
CHEMBL2581 P07339 Cathepsin D 94.71% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.45% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.41% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 93.23% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.10% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.75% 91.07%
CHEMBL5028 O14672 ADAM10 90.30% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.28% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.58% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 89.58% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.16% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.62% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.24% 94.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.69% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.49% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.27% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.14% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 84.67% 92.98%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.47% 94.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.17% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.16% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.86% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.71% 95.00%

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.
Leptadenia viminea

Cross-Links

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PubChem 6442531
LOTUS LTS0216702
wikiData Q104960434