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Vinigrol

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 33e6d74f-61ee-4c1c-a19e-e6ce876c655e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
IUPAC Name (1S,2R,5S,6S,9S,10R,13S,14S)-12-(hydroxymethyl)-2,9-dimethyl-6-propan-2-yltricyclo[8.4.0.05,14]tetradec-11-ene-1,13-diol
SMILES (Canonical) CC1CCC(C2CCC(C3(C1C=C(C(C23)O)CO)O)C)C(C)C
SMILES (Isomeric) C[C@H]1CC[C@H]([C@@H]2CC[C@H]([C@@]3([C@H]1C=C([C@H]([C@H]23)O)CO)O)C)C(C)C
InChI InChI=1S/C20H34O3/c1-11(2)15-7-5-12(3)17-9-14(10-21)19(22)18-16(15)8-6-13(4)20(17,18)23/h9,11-13,15-19,21-23H,5-8,10H2,1-4H3/t12-,13+,15-,16-,17-,18-,19+,20-/m0/s1
InChI Key UADXIAKXDDMQEN-VGZBWQSVSA-N
Popularity 24 references in papers

Physical and Chemical Properties

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Molecular Formula C20H34O3
Molecular Weight 322.50 g/mol
Exact Mass 322.25079494 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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111025-83-3
(1S,2R,5S,6S,9S,10R,13S,14S)-12-(hydroxymethyl)-2,9-dimethyl-6-propan-2-yltricyclo[8.4.0.05,14]tetradec-11-ene-1,13-diol
Antibiotic FR 900478
BRN 5063688
DTXSID40911944
1,5-Butanonaphthalene-4,8a(1H)-diol, 4,4a,5,6,7,8-hexahydro-8,9-dimethyl-3-(hydroxymethyl)-12-(1-methylethyl)-, (1R-(1-alpha,4-beta,4a-beta,5-alpha,8-beta,8a-beta,9S*,12S*))-
3-(Hydroxymethyl)-8,12-dimethyl-9-(propan-2-yl)-4,4a,5,6,7,8-hexahydro-1,5-butanonaphthalene-4,8a(1H)-diol

2D Structure

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2D Structure of Vinigrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 + 0.6756 67.56%
Blood Brain Barrier + 0.7385 73.85%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5864 58.64%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8851 88.51%
OATP1B3 inhibitior + 0.8313 83.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6267 62.67%
BSEP inhibitior - 0.8229 82.29%
P-glycoprotein inhibitior - 0.8726 87.26%
P-glycoprotein substrate - 0.5241 52.41%
CYP3A4 substrate + 0.5650 56.50%
CYP2C9 substrate - 0.7731 77.31%
CYP2D6 substrate - 0.7419 74.19%
CYP3A4 inhibition - 0.8262 82.62%
CYP2C9 inhibition - 0.6106 61.06%
CYP2C19 inhibition - 0.7213 72.13%
CYP2D6 inhibition - 0.8947 89.47%
CYP1A2 inhibition - 0.7222 72.22%
CYP2C8 inhibition - 0.7856 78.56%
CYP inhibitory promiscuity - 0.5208 52.08%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6642 66.42%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9536 95.36%
Skin irritation - 0.6963 69.63%
Skin corrosion - 0.9627 96.27%
Ames mutagenesis - 0.7248 72.48%
Human Ether-a-go-go-Related Gene inhibition - 0.4160 41.60%
Micronuclear - 0.9400 94.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.6671 66.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7606 76.06%
Acute Oral Toxicity (c) III 0.6932 69.32%
Estrogen receptor binding + 0.6821 68.21%
Androgen receptor binding + 0.6673 66.73%
Thyroid receptor binding + 0.7637 76.37%
Glucocorticoid receptor binding + 0.6951 69.51%
Aromatase binding - 0.6591 65.91%
PPAR gamma - 0.7955 79.55%
Honey bee toxicity - 0.8654 86.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9893 98.93%

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 97.00% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.45% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.59% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 91.24% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.93% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.15% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 85.66% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.09% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.12% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.62% 89.62%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.70% 94.00%
CHEMBL4072 P07858 Cathepsin B 80.69% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.58% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 5492644
LOTUS LTS0048680
wikiData Q76309742