(1R,2S,4aS,4bS,7R,8S,8aS)-8-(hydroxymethyl)-2-(3-hydroxyprop-1-en-2-yl)-4b,8-dimethyl-1,2,3,4,4a,5,6,7,8a,9-decahydrophenanthrene-1,7-diol

Details

• Internal ID: f580f37c-1d4c-475e-b267-9c56914d336c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (1R,2S,4aS,4bS,7R,8S,8aS)-8-(hydroxymethyl)-2-(3-hydroxyprop-1-en-2-yl)-4b,8-dimethyl-1,2,3,4,4a,5,6,7,8a,9-decahydrophenanthrene-1,7-diol
• SMILES (Canonical): CC12CCC(C(C1CC=C3C2CCC(C3O)C(=C)CO)(C)CO)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@]([C@H]1CC=C3[C@H]2CC[C@H]([C@H]3O)C(=C)CO)(C)CO)O
• InChI: InChI=1S/C20H32O4/c1-12(10-21)13-4-6-15-14(18(13)24)5-7-16-19(15,2)9-8-17(23)20(16,3)11-22/h5,13,15-18,21-24H,1,4,6-11H2,2-3H3/t13-,15+,16-,17+,18+,19-,20+/m0/s1
• InChI Key: OCSPOCDQHVVGDZ-UFANPLCHSA-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: 2.10
• 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	-	0.5906	59.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5127	51.27%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.8891	88.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5427	54.27%
BSEP inhibitior	-	0.6872	68.72%
P-glycoprotein inhibitior	-	0.8849	88.49%
P-glycoprotein substrate	-	0.6974	69.74%
CYP3A4 substrate	+	0.6389	63.89%
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	-	0.7444	74.44%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7008	70.08%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9686	96.86%
Skin irritation	-	0.6443	64.43%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.8870	88.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3697	36.97%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5827	58.27%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5910	59.10%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	+	0.6463	64.63%
Thyroid receptor binding	+	0.8275	82.75%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	-	0.5356	53.56%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	-	0.6750	67.50%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.04%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.35%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.96%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.04%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	82.77%	95.93%
CHEMBL1871	P10275	Androgen Receptor	80.59%	96.43%
CHEMBL2581	P07339	Cathepsin D	80.56%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.32%	96.95%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 11244609
• LOTUS: LTS0027199
• wikiData: Q105189548