(4R)-4-[(2S,4aS,4bS,8aS)-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]-2,2-dimethyl-1,3-dioxolane

Details

• Internal ID: a818f5d5-8d15-4215-bf7a-fd7d3e1f20d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4R)-4-[(2S,4aS,4bS,8aS)-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]-2,2-dimethyl-1,3-dioxolane
• SMILES (Canonical): CC1(CCCC2(C1CCC3=CC(CCC32)(C)C4COC(O4)(C)C)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)C)[C@@H]4COC(O4)(C)C
• InChI: InChI=1S/C23H38O2/c1-20(2)11-7-12-23(6)17-10-13-22(5,14-16(17)8-9-18(20)23)19-15-24-21(3,4)25-19/h14,17-19H,7-13,15H2,1-6H3/t17-,18-,19-,22-,23+/m0/s1
• InChI Key: KYCQOTHEQWKLOW-CTOYRMGLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₂
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.287180451 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7558	75.58%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5780	57.80%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5856	58.56%
P-glycoprotein inhibitior	-	0.6889	68.89%
P-glycoprotein substrate	-	0.7282	72.82%
CYP3A4 substrate	+	0.5982	59.82%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.7553	75.53%
CYP3A4 inhibition	-	0.8398	83.98%
CYP2C9 inhibition	-	0.7013	70.13%
CYP2C19 inhibition	-	0.5237	52.37%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	-	0.7691	76.91%
CYP2C8 inhibition	-	0.5812	58.12%
CYP inhibitory promiscuity	-	0.5728	57.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5078	50.78%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.8113	81.13%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4062	40.62%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5247	52.47%
skin sensitisation	-	0.7331	73.31%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.5673	56.73%
Acute Oral Toxicity (c)	III	0.6879	68.79%
Estrogen receptor binding	+	0.8636	86.36%
Androgen receptor binding	+	0.6660	66.60%
Thyroid receptor binding	+	0.7767	77.67%
Glucocorticoid receptor binding	+	0.8929	89.29%
Aromatase binding	+	0.7137	71.37%
PPAR gamma	+	0.5621	56.21%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	96.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.38%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	91.90%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.37%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.43%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.68%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.66%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.41%	97.09%

Plants that contains it

• Tsuga dumosa

Cross-Links

• PubChem: 163007424
• LOTUS: LTS0178271
• wikiData: Q105147647