(1S,2S,4aR,7R)-7-ethenyl-2-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: cc87f28a-4ca9-4534-bd0b-aa3b77176afe
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (1S,2S,4aR,7R)-7-ethenyl-2-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC1(CCC2C(=C1)CCC3C2(CCC(C3(C)C(=O)O)O)C)C=C
• SMILES (Isomeric): C[C@@]1(CCC2C(=C1)CCC3[C@@]2(CC[C@@H]([C@@]3(C)C(=O)O)O)C)C=C
• InChI: InChI=1S/C20H30O3/c1-5-18(2)10-8-14-13(12-18)6-7-15-19(14,3)11-9-16(21)20(15,4)17(22)23/h5,12,14-16,21H,1,6-11H2,2-4H3,(H,22,23)/t14?,15?,16-,18-,19+,20-/m0/s1
• InChI Key: ZPZXDIXYWKXDHN-QPETXNMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7939	79.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	-	0.2334	23.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7131	71.31%
P-glycoprotein inhibitior	-	0.8303	83.03%
P-glycoprotein substrate	-	0.8383	83.83%
CYP3A4 substrate	+	0.6040	60.40%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8024	80.24%
CYP2C9 inhibition	-	0.7999	79.99%
CYP2C19 inhibition	-	0.8367	83.67%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.8535	85.35%
CYP2C8 inhibition	-	0.7484	74.84%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9146	91.46%
Skin irritation	+	0.6250	62.50%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3946	39.46%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5749	57.49%
skin sensitisation	-	0.6580	65.80%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7556	75.56%
Acute Oral Toxicity (c)	I	0.5443	54.43%
Estrogen receptor binding	+	0.6609	66.09%
Androgen receptor binding	+	0.6375	63.75%
Thyroid receptor binding	+	0.7471	74.71%
Glucocorticoid receptor binding	+	0.8163	81.63%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	+	0.5393	53.93%
Honey bee toxicity	-	0.9051	90.51%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.30%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.10%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL5028	O14672	ADAM10	83.55%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.16%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.27%	100.00%

Plants that contains it

• Mallotus philippensis

Cross-Links

• PubChem: 5318337
• NPASS: NPC209635