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(5S,12S)-1,5,8-trihydroxy-3,10-dimethyl-5,12-di(propan-2-yl)-12,13-dihydronaphtho[1,2-b]phenanthren-6-one

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 3e1d769c-72c3-48df-9399-2b7cd53a1df2
Taxonomy Benzenoids > Phenanthrenes and derivatives
IUPAC Name (5S,12S)-1,5,8-trihydroxy-3,10-dimethyl-5,12-di(propan-2-yl)-12,13-dihydronaphtho[1,2-b]phenanthren-6-one
SMILES (Canonical) CC1=CC2=C(C3=CC4=C(C=C3CC2C(C)C)C5=C(C=C(C=C5O)C)C(C4=O)(C(C)C)O)C(=C1)O
SMILES (Isomeric) CC1=CC2=C(C3=CC4=C(C=C3C[C@H]2C(C)C)C5=C(C=C(C=C5O)C)[C@](C4=O)(C(C)C)O)C(=C1)O
InChI InChI=1S/C30H32O4/c1-14(2)19-11-18-12-22-23(13-20(18)27-21(19)7-16(5)9-25(27)31)29(33)30(34,15(3)4)24-8-17(6)10-26(32)28(22)24/h7-10,12-15,19,31-32,34H,11H2,1-6H3/t19-,30-/m0/s1
InChI Key GHGBTTUQCWRTSZ-ADSBAMQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H32O4
Molecular Weight 456.60 g/mol
Exact Mass 456.23005950 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.38
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,12S)-1,5,8-trihydroxy-3,10-dimethyl-5,12-di(propan-2-yl)-12,13-dihydronaphtho[1,2-b]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.5929 59.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8374 83.74%
OATP2B1 inhibitior + 0.5759 57.59%
OATP1B1 inhibitior + 0.8849 88.49%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9541 95.41%
P-glycoprotein inhibitior - 0.4888 48.88%
P-glycoprotein substrate - 0.5828 58.28%
CYP3A4 substrate + 0.6071 60.71%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.7246 72.46%
CYP3A4 inhibition - 0.7473 74.73%
CYP2C9 inhibition - 0.6716 67.16%
CYP2C19 inhibition - 0.7660 76.60%
CYP2D6 inhibition - 0.8038 80.38%
CYP1A2 inhibition + 0.8118 81.18%
CYP2C8 inhibition - 0.7974 79.74%
CYP inhibitory promiscuity - 0.6437 64.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6213 62.13%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.7413 74.13%
Skin irritation - 0.6196 61.96%
Skin corrosion - 0.9605 96.05%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8138 81.38%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.7503 75.03%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity + 0.6575 65.75%
Acute Oral Toxicity (c) III 0.8780 87.80%
Estrogen receptor binding + 0.7492 74.92%
Androgen receptor binding + 0.6471 64.71%
Thyroid receptor binding + 0.6477 64.77%
Glucocorticoid receptor binding + 0.7474 74.74%
Aromatase binding + 0.5940 59.40%
PPAR gamma + 0.7824 78.24%
Honey bee toxicity - 0.8502 85.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9948 99.48%

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
CHEMBL2581 P07339 Cathepsin D 97.64% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.10% 91.11%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 93.09% 91.79%
CHEMBL1951 P21397 Monoamine oxidase A 92.70% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.65% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.62% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.51% 93.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.15% 96.09%
CHEMBL4208 P20618 Proteasome component C5 90.95% 90.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.27% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.20% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.78% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.51% 93.40%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.50% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.99% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.87% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.75% 99.15%
CHEMBL217 P14416 Dopamine D2 receptor 85.33% 95.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.11% 93.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.97% 85.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.17% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.25% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.32% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.28% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.16% 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.
Curcuma parviflora

Cross-Links

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PubChem 12191214
LOTUS LTS0183132
wikiData Q105008500