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Glycycarpan

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 47b1fc66-36f6-4747-9ada-0510177d1773
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
IUPAC Name (2R,10R)-7-(3-hydroxy-3-methylbutyl)-21-methoxy-17,17-dimethyl-3,12,16-trioxapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),4(9),5,7,14,20-hexaen-6-ol
SMILES (Canonical) CC1(CCC2=C(C3=C(C=C2O1)OCC4C3OC5=C4C=C(C(=C5)O)CCC(C)(C)O)OC)C
SMILES (Isomeric) CC1(CCC2=C(C3=C(C=C2O1)OC[C@@H]4[C@H]3OC5=C4C=C(C(=C5)O)CCC(C)(C)O)OC)C
InChI InChI=1S/C26H32O6/c1-25(2,28)8-6-14-10-16-17-13-30-21-12-20-15(7-9-26(3,4)32-20)23(29-5)22(21)24(17)31-19(16)11-18(14)27/h10-12,17,24,27-28H,6-9,13H2,1-5H3/t17-,24+/m0/s1
InChI Key HNUJQUYWDAIHPF-BXKMTCNYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H32O6
Molecular Weight 440.50 g/mol
Exact Mass 440.21988874 g/mol
Topological Polar Surface Area (TPSA) 77.40 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.82
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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WHP2V35GJ6
CHEBI:69090
1346768-08-8
9-Hydroxy-1-methoxy-8-(3-hydroxy-3-methylbutyl)-6,6-dimethyl-4,5-dihydro-(6H)-pyrano(2,3:3,2)-pterocarpan
1H,7H-Benzofuro(3,2-C)pyrano(3,2-g)(1)benzopyran-9-propanol, 2,3,7a,12a-tetrahydro-10-hydroxy-13-methoxy-alpha,alpha,3,3-tetramethyl-, (7aR,12aR)-
(7aR,12aR)-2,3,7a,12a-Tetrahydro-10-hydroxy-13-methoxy-alpha,alpha,3,3-tetramethyl-1H,7H-benzofuro(3,2-C)pyrano(3,2-g)(1)benzopyran-9-propanol
(7aR,12aR)-2,3,7a,12a-Tetrahydro-10-hydroxy-13-methoxy-alpha,alpha,3,3-tetramethyl-1H,7H-benzofuro[3,2-c]pyrano[3,2-g][1]benzopyran-9-propanol
(7aR,12aR)-9-(3-hydroxy-3-methylbutyl)-13-methoxy-3,3-dimethyl-2,3,7a,12a-tetrahydro-1H,7H-(1)benzofuro(3,2-c)pyrano(3,2-g)chromen-10-ol
(7aR,12aR)-9-(3-hydroxy-3-methylbutyl)-13-methoxy-3,3-dimethyl-2,3,7a,12a-tetrahydro-1H,7H-[1]benzofuro[3,2-c]pyrano[3,2-g]chromen-10-ol
9-hydroxy-1-methoxy-8-(3-hydroxy-3-methylbutyl)-6',6'-dimethyl-4',5'-dihydro-(6H)-pyrano(2',3':3,2)-pterocarpan
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Glycycarpan

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9730 97.30%
Caco-2 + 0.5969 59.69%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7612 76.12%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8607 86.07%
OATP1B3 inhibitior + 0.9055 90.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9328 93.28%
P-glycoprotein inhibitior + 0.5999 59.99%
P-glycoprotein substrate - 0.5505 55.05%
CYP3A4 substrate + 0.6631 66.31%
CYP2C9 substrate - 0.5818 58.18%
CYP2D6 substrate + 0.4594 45.94%
CYP3A4 inhibition - 0.8062 80.62%
CYP2C9 inhibition - 0.6579 65.79%
CYP2C19 inhibition - 0.7585 75.85%
CYP2D6 inhibition - 0.8617 86.17%
CYP1A2 inhibition + 0.5734 57.34%
CYP2C8 inhibition + 0.7379 73.79%
CYP inhibitory promiscuity - 0.6829 68.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5545 55.45%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8353 83.53%
Skin irritation - 0.8042 80.42%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5156 51.56%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6947 69.47%
skin sensitisation - 0.8704 87.04%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8727 87.27%
Acute Oral Toxicity (c) III 0.5066 50.66%
Estrogen receptor binding + 0.8896 88.96%
Androgen receptor binding + 0.6833 68.33%
Thyroid receptor binding + 0.7546 75.46%
Glucocorticoid receptor binding + 0.8368 83.68%
Aromatase binding + 0.6112 61.12%
PPAR gamma + 0.7755 77.55%
Honey bee toxicity - 0.7572 75.72%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.8998 89.98%

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 99.91% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.22% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.23% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.16% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.93% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.62% 92.62%
CHEMBL2581 P07339 Cathepsin D 91.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.08% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.90% 93.40%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 89.61% 92.68%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.33% 96.61%
CHEMBL2535 P11166 Glucose transporter 87.87% 98.75%
CHEMBL4581 P52732 Kinesin-like protein 1 86.39% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.17% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.91% 89.00%
CHEMBL3820 P35557 Hexokinase type IV 84.45% 91.96%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.97% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.28% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.21% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.64% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.34% 92.94%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.47% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.22% 89.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.46% 85.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.07% 92.88%

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.
Glycyrrhiza uralensis
Glycyrrhiza uralensis
Mitracarpus hirtus

Cross-Links

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PubChem 56925919
NPASS NPC278234
LOTUS LTS0179742
wikiData Q27137431