Regeol A

Details

• Internal ID: 08301fdc-5218-418f-b3ea-033e28bf025f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (2R,4S,4aR,6aR,6aR,6bR,14aS,14bS)-4,10,11-trihydroxy-2,4a,6a,6a,9,14a-hexamethyl-2,4,5,6,6b,7,8,13,14,14b-decahydro-1H-picen-3-one
• SMILES (Canonical): CC1CC2C(CCC3(C2(CCC4(C3CCC5=C(C(=C(C=C54)O)O)C)C)C)C)(C(C1=O)O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@](CC[C@]3([C@]2(CC[C@@]4([C@@H]3CCC5=C(C(=C(C=C54)O)O)C)C)C)C)([C@@H](C1=O)O)C
• InChI: InChI=1S/C28H40O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h14-15,20-21,24,29,31-32H,7-13H2,1-6H3/t15-,20+,21-,24-,25+,26-,27-,28+/m1/s1
• InChI Key: FKARAOWYAAUAFW-MGRBCSRPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₄
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.29265975 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL402213
• BDBM50242199

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.5552	55.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8696	86.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.8972	89.72%
P-glycoprotein inhibitior	-	0.5961	59.61%
P-glycoprotein substrate	-	0.7121	71.21%
CYP3A4 substrate	+	0.6911	69.11%
CYP2C9 substrate	+	0.6117	61.17%
CYP2D6 substrate	-	0.7132	71.32%
CYP3A4 inhibition	-	0.6784	67.84%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8337	83.37%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	+	0.8178	81.78%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9270	92.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.5346	53.46%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7806	78.06%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.8068	80.68%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8029	80.29%
Acute Oral Toxicity (c)	III	0.7040	70.40%
Estrogen receptor binding	+	0.8457	84.57%
Androgen receptor binding	+	0.7385	73.85%
Thyroid receptor binding	+	0.7502	75.02%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.8080	80.80%
PPAR gamma	+	0.5716	57.16%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.98%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.78%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.05%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.63%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.31%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.28%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.43%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.08%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL1871	P10275	Androgen Receptor	84.45%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.99%	94.45%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.55%	86.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.29%	91.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.10%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.84%	85.11%
CHEMBL4208	P20618	Proteasome component C5	81.58%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.54%	91.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.27%	99.23%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Tripterygium wilfordii
• Turraeanthus mannii

Cross-Links

• PubChem: 10694409
• NPASS: NPC103082
• ChEMBL: CHEMBL402213
• LOTUS: LTS0094151
• wikiData: Q104996450