5-Hydroxy-3S-Hydroxymethyl-6-Methyl-2,3-Dihydrobenzofuran

Details

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Internal ID 453fd7ae-be89-47aa-b261-28e731a54ce8
Taxonomy Organoheterocyclic compounds > Coumarans
IUPAC Name (3S)-3-(hydroxymethyl)-6-methyl-2,3-dihydro-1-benzofuran-5-ol
SMILES (Canonical) CC1=CC2=C(C=C1O)C(CO2)CO
SMILES (Isomeric) CC1=CC2=C(C=C1O)[C@H](CO2)CO
InChI InChI=1S/C10H12O3/c1-6-2-10-8(3-9(6)12)7(4-11)5-13-10/h2-3,7,11-12H,4-5H2,1H3/t7-/m0/s1
InChI Key XNGDDFPFJFPWRU-ZETCQYMHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C10H12O3
Molecular Weight 180.20 g/mol
Exact Mass 180.078644241 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.17
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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BDBM50310707
5-hydroxy-3S-hydroxymethyl-6-methyl-2,3-dihydrobenzofuran
(3S)-3-(Hydroxymethyl)-6-methyl-2,3-dihydrobenzofuran-5-ol

2D Structure

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2D Structure of 5-Hydroxy-3S-Hydroxymethyl-6-Methyl-2,3-Dihydrobenzofuran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 - 0.6314 63.14%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7560 75.60%
OATP2B1 inhibitior - 0.8519 85.19%
OATP1B1 inhibitior + 0.9394 93.94%
OATP1B3 inhibitior + 0.9679 96.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8983 89.83%
P-glycoprotein inhibitior - 0.9816 98.16%
P-glycoprotein substrate - 0.8239 82.39%
CYP3A4 substrate - 0.6315 63.15%
CYP2C9 substrate - 0.5788 57.88%
CYP2D6 substrate + 0.3917 39.17%
CYP3A4 inhibition - 0.9537 95.37%
CYP2C9 inhibition - 0.7087 70.87%
CYP2C19 inhibition + 0.6110 61.10%
CYP2D6 inhibition - 0.9456 94.56%
CYP1A2 inhibition + 0.8009 80.09%
CYP2C8 inhibition - 0.8485 84.85%
CYP inhibitory promiscuity + 0.6419 64.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4826 48.26%
Eye corrosion - 0.9511 95.11%
Eye irritation - 0.5621 56.21%
Skin irritation - 0.6179 61.79%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis + 0.5946 59.46%
Human Ether-a-go-go-Related Gene inhibition - 0.6567 65.67%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.5388 53.88%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6658 66.58%
Acute Oral Toxicity (c) III 0.5989 59.89%
Estrogen receptor binding - 0.6085 60.85%
Androgen receptor binding - 0.6806 68.06%
Thyroid receptor binding - 0.6195 61.95%
Glucocorticoid receptor binding - 0.7369 73.69%
Aromatase binding - 0.7941 79.41%
PPAR gamma - 0.6344 63.44%
Honey bee toxicity - 0.9701 97.01%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.3839 38.39%

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 97.15% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.47% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.32% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.72% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.19% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.29% 94.80%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.28% 90.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.27% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.03% 93.18%

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.
Paeonia suffruticosa

Cross-Links

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PubChem 44253995
NPASS NPC96423
LOTUS LTS0163796
wikiData Q105331622