1-(Hydroxymethyl)-7-(3-hydroxyprop-1-en-2-yl)-1,4a-dimethyl-2,3,4,4b,5,6,7,9,10,10a-decahydrophenanthrene-2,9-diol

Details

• Internal ID: fa43061e-a328-45f8-96b7-3a194076adce
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 6-hydroxysteroids
• IUPAC Name: 1-(hydroxymethyl)-7-(3-hydroxyprop-1-en-2-yl)-1,4a-dimethyl-2,3,4,4b,5,6,7,9,10,10a-decahydrophenanthrene-2,9-diol
• SMILES (Canonical): CC12CCC(C(C1CC(C3=CC(CCC23)C(=C)CO)O)(C)CO)O
• SMILES (Isomeric): CC12CCC(C(C1CC(C3=CC(CCC23)C(=C)CO)O)(C)CO)O
• InChI: InChI=1S/C20H32O4/c1-12(10-21)13-4-5-15-14(8-13)16(23)9-17-19(15,2)7-6-18(24)20(17,3)11-22/h8,13,15-18,21-24H,1,4-7,9-11H2,2-3H3
• InChI Key: YKSOUKMSKAWWQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	+	0.4902	49.02%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5127	51.27%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.8891	88.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5427	54.27%
BSEP inhibitior	-	0.7254	72.54%
P-glycoprotein inhibitior	-	0.8758	87.58%
P-glycoprotein substrate	-	0.6705	67.05%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8348	83.48%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.8435	84.35%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.7170	71.70%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7008	70.08%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9529	95.29%
Skin irritation	-	0.6443	64.43%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.8570	85.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4265	42.65%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5452	54.52%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5838	58.38%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	-	0.4819	48.19%
Thyroid receptor binding	+	0.8154	81.54%
Glucocorticoid receptor binding	+	0.7939	79.39%
Aromatase binding	+	0.6073	60.73%
PPAR gamma	-	0.4919	49.19%
Honey bee toxicity	-	0.7884	78.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.07%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.01%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.26%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.54%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.74%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	86.54%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.96%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.34%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.15%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	83.86%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	82.55%	90.17%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 72756987
• LOTUS: LTS0045472
• wikiData: Q105349868