6alpha-Hydroxydemethylcryptojaponol

Details

• Internal ID: 8e080ea4-fd39-42f4-87f4-013389432859
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,10R,10aS)-5,6,10-trihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)C(=O)C(C3C2(CCCC3(C)C)C)O)O)O
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)C(=O)[C@@H]([C@@H]3[C@@]2(CCCC3(C)C)C)O)O)O
• InChI: InChI=1S/C20H28O4/c1-10(2)11-9-12-13(16(23)14(11)21)20(5)8-6-7-19(3,4)18(20)17(24)15(12)22/h9-10,17-18,21,23-24H,6-8H2,1-5H3/t17-,18-,20+/m0/s1
• InChI Key: DLFBGJCOHIZRGA-CMKODMSKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 6alpha-Hydroxydemethylcryptojaponol
• 6-ALPHA-HYDROXYDEMETHYL-CRYPTOJAPONOL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.5981	59.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8373	83.73%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8303	83.03%
P-glycoprotein inhibitior	-	0.8627	86.27%
P-glycoprotein substrate	-	0.7733	77.33%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.7578	75.78%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.8386	83.86%
CYP2C19 inhibition	-	0.8555	85.55%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	+	0.8224	82.24%
CYP2C8 inhibition	-	0.7623	76.23%
CYP inhibitory promiscuity	-	0.8622	86.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8115	81.15%
Skin irritation	-	0.5357	53.57%
Skin corrosion	-	0.8945	89.45%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8011	80.11%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5221	52.21%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7238	72.38%
Acute Oral Toxicity (c)	III	0.7670	76.70%
Estrogen receptor binding	+	0.7108	71.08%
Androgen receptor binding	+	0.5329	53.29%
Thyroid receptor binding	+	0.6962	69.62%
Glucocorticoid receptor binding	+	0.8924	89.24%
Aromatase binding	+	0.6452	64.52%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.8442	84.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

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%
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.99%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.98%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.79%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.98%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.43%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.78%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.48%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.42%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.62%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.91%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.32%	93.56%

Plants that contains it

• Acer pictum subsp. mono
• Achyrocline bogotensis
• Alstonia yunnanensis
• Breonia chinensis
• Campylotropis hirtella
• Caryopteris mongholica
• Ceropegia dichotoma
• Chamaemelum fuscatum
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Cynanchum auriculatum
• Dalea versicolor
• Dasymaschalon dasymaschalum
• Dendrobium loddigesii
• Distephanus angulifolius
• Elekmania fuertesii
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hymenostephium cordatum
• Hypericum polyanthemum
• Isodon adenolomus
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia broussonetii
• Salvia cana
• Salvia canariensis
• Salvia sessei
• Scutellaria albida
• Sideritis cystosiphon
• Sonneratia caseolaris
• Stephania zippeliana
• Verbesina virgata
• Veronica polita
• Vincetoxicum hirsutum

Cross-Links

• PubChem: 76326386
• NPASS: NPC248068
• LOTUS: LTS0152506
• wikiData: Q104984231