(2S,4bR,7R,8aR,9S,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,9-diol

Details

• Internal ID: c5db974e-4829-4ca5-a3c1-74d5925e82ef
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (2S,4bR,7R,8aR,9S,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,9-diol
• SMILES (Canonical): CC1(C(CC=C2C1CC(C3C2(CCC(C3)(C)C=C)C)O)O)C
• SMILES (Isomeric): C[C@]1(CC[C@@]2([C@@H](C1)[C@H](C[C@@H]3C2=CC[C@@H](C3(C)C)O)O)C)C=C
• InChI: InChI=1S/C20H32O2/c1-6-19(4)9-10-20(5)13-7-8-17(22)18(2,3)14(13)11-16(21)15(20)12-19/h6-7,14-17,21-22H,1,8-12H2,2-5H3/t14-,15+,16+,17+,19-,20+/m1/s1
• InChI Key: IKYRTDCRZLGSRA-JRNUACSKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6913	69.13%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5963	59.63%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7798	77.98%
P-glycoprotein inhibitior	-	0.8990	89.90%
P-glycoprotein substrate	-	0.8076	80.76%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8250	82.50%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.6840	68.40%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	-	0.5721	57.21%
CYP inhibitory promiscuity	-	0.7618	76.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6019	60.19%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9535	95.35%
Skin irritation	+	0.5084	50.84%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.8237	82.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7815	78.15%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5484	54.84%
skin sensitisation	+	0.5756	57.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6702	67.02%
Acute Oral Toxicity (c)	III	0.8413	84.13%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.5392	53.92%
Thyroid receptor binding	+	0.7076	70.76%
Glucocorticoid receptor binding	+	0.8103	81.03%
Aromatase binding	+	0.5953	59.53%
PPAR gamma	-	0.6077	60.77%
Honey bee toxicity	-	0.6694	66.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.44%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.01%	100.00%
CHEMBL4208	P20618	Proteasome component C5	87.73%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.37%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.58%	82.69%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.45%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.21%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.03%	95.93%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 90670338
• NPASS: NPC471798
• ChEMBL: CHEMBL3234215
• LOTUS: LTS0262917
• wikiData: Q105115027