8-[(4-Hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-enyl)-9,10-dihydrophenanthrene-2,5-diol

Details

• Internal ID: 0f18f662-f13f-44f6-8779-e78bdf48e930
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 8-[(4-hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-enyl)-9,10-dihydrophenanthrene-2,5-diol
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1CCC3=C2C(=CC(=C3CC4=CC=C(C=C4)O)OC)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1CCC3=C2C(=CC(=C3CC4=CC=C(C=C4)O)OC)O)O)C
• InChI: InChI=1S/C27H28O4/c1-16(2)4-9-20-19-10-11-22-23(14-17-5-7-18(28)8-6-17)26(31-3)15-25(30)27(22)21(19)12-13-24(20)29/h4-8,12-13,15,28-30H,9-11,14H2,1-3H3
• InChI Key: IJDKBQQHHQGECV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₄
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.19875937 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.68
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.6385	63.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8548	85.48%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8155	81.55%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9891	98.91%
P-glycoprotein inhibitior	+	0.8480	84.80%
P-glycoprotein substrate	-	0.5900	59.00%
CYP3A4 substrate	+	0.5993	59.93%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4942	49.42%
CYP3A4 inhibition	-	0.6190	61.90%
CYP2C9 inhibition	+	0.6115	61.15%
CYP2C19 inhibition	+	0.7749	77.49%
CYP2D6 inhibition	-	0.7048	70.48%
CYP1A2 inhibition	+	0.8895	88.95%
CYP2C8 inhibition	+	0.8010	80.10%
CYP inhibitory promiscuity	+	0.8151	81.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8175	81.75%
Carcinogenicity (trinary)	Non-required	0.7226	72.26%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.6133	61.33%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8717	87.17%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7431	74.31%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.5179	51.79%
Estrogen receptor binding	+	0.9346	93.46%
Androgen receptor binding	+	0.8486	84.86%
Thyroid receptor binding	+	0.7622	76.22%
Glucocorticoid receptor binding	+	0.8940	89.40%
Aromatase binding	+	0.6943	69.43%
PPAR gamma	+	0.8977	89.77%
Honey bee toxicity	-	0.7771	77.71%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.55%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.25%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.00%	99.17%
CHEMBL2535	P11166	Glucose transporter	92.19%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.62%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.17%	98.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.16%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.35%	95.50%
CHEMBL5747	Q92793	CREB-binding protein	87.31%	95.12%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.76%	91.79%
CHEMBL3194	P02766	Transthyretin	85.58%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.92%	85.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.37%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	84.10%	98.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.04%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.25%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	80.20%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

• Spiranthes sinensis
• Spiranthes vernalis

Cross-Links

• PubChem: 9979308
• LOTUS: LTS0135255
• wikiData: Q105113897