4-[(2R,8S)-8-(2-hydroxypropan-2-yl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-2-yl]phenol

Details

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Internal ID cb2e5d83-8ffd-43b8-8e2b-5e74f8b02f1d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans
IUPAC Name 4-[(2R,8S)-8-(2-hydroxypropan-2-yl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-2-yl]phenol
SMILES (Canonical) CC(C)(C1CC2=C(O1)C=CC3=C2OC(CC3)C4=CC=C(C=C4)O)O
SMILES (Isomeric) CC(C)([C@@H]1CC2=C(O1)C=CC3=C2O[C@H](CC3)C4=CC=C(C=C4)O)O
InChI InChI=1S/C20H22O4/c1-20(2,22)18-11-15-17(23-18)10-6-13-5-9-16(24-19(13)15)12-3-7-14(21)8-4-12/h3-4,6-8,10,16,18,21-22H,5,9,11H2,1-2H3/t16-,18+/m1/s1
InChI Key RXOBZEGNJOADLO-AEFFLSMTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H22O4
Molecular Weight 326.40 g/mol
Exact Mass 326.15180918 g/mol
Topological Polar Surface Area (TPSA) 58.90 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.53
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2R,8S)-8-(2-hydroxypropan-2-yl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-2-yl]phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 + 0.6962 69.62%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8798 87.98%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior + 0.9245 92.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5884 58.84%
P-glycoprotein inhibitior - 0.6104 61.04%
P-glycoprotein substrate - 0.7538 75.38%
CYP3A4 substrate + 0.5849 58.49%
CYP2C9 substrate - 0.5914 59.14%
CYP2D6 substrate + 0.4738 47.38%
CYP3A4 inhibition - 0.8959 89.59%
CYP2C9 inhibition - 0.7010 70.10%
CYP2C19 inhibition - 0.7160 71.60%
CYP2D6 inhibition - 0.8421 84.21%
CYP1A2 inhibition - 0.6935 69.35%
CYP2C8 inhibition + 0.6892 68.92%
CYP inhibitory promiscuity - 0.7141 71.41%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5437 54.37%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9443 94.43%
Skin irritation - 0.7923 79.23%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5628 56.28%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8346 83.46%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6701 67.01%
Acute Oral Toxicity (c) III 0.6563 65.63%
Estrogen receptor binding + 0.7984 79.84%
Androgen receptor binding + 0.6603 66.03%
Thyroid receptor binding + 0.7541 75.41%
Glucocorticoid receptor binding + 0.5942 59.42%
Aromatase binding - 0.5270 52.70%
PPAR gamma + 0.7656 76.56%
Honey bee toxicity - 0.9072 90.72%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9122 91.22%

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 98.22% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.59% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 93.41% 95.62%
CHEMBL242 Q92731 Estrogen receptor beta 93.04% 98.35%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 91.67% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.26% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.09% 89.05%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.44% 85.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.11% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.77% 96.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.57% 90.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.14% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 86.10% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.47% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.67% 100.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.80% 96.39%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.61% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.19% 85.11%

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.
Brosimum acutifolium

Cross-Links

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PubChem 162890440
LOTUS LTS0103963
wikiData Q105247191