(2S,4R,4aS,4bS,8aS,9S,10S)-4b,8,8-trimethyl-2-propan-2-yl-3,4,5,6,7,8a,9,10-octahydrophenanthrene-2,4,4a,9,10-pentol

Details

• Internal ID: 2c03896e-6965-4b52-abaa-26183419a73e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,4R,4aS,4bS,8aS,9S,10S)-4b,8,8-trimethyl-2-propan-2-yl-3,4,5,6,7,8a,9,10-octahydrophenanthrene-2,4,4a,9,10-pentol
• SMILES (Canonical): CC(C)C1(CC(C2(C(=C1)C(C(C3C2(CCCC3(C)C)C)O)O)O)O)O
• SMILES (Isomeric): CC(C)[C@]1(C[C@H]([C@]2(C(=C1)[C@@H]([C@H]([C@@H]3[C@@]2(CCCC3(C)C)C)O)O)O)O)O
• InChI: InChI=1S/C20H34O5/c1-11(2)19(24)9-12-14(22)15(23)16-17(3,4)7-6-8-18(16,5)20(12,25)13(21)10-19/h9,11,13-16,21-25H,6-8,10H2,1-5H3/t13-,14+,15-,16+,18+,19+,20+/m1/s1
• InChI Key: FDXPHMAKJTXNBV-IZVMADOGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₅
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.24062418 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5530	55.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6067	60.67%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.8613	86.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.7556	75.56%
P-glycoprotein inhibitior	-	0.8439	84.39%
P-glycoprotein substrate	-	0.7472	74.72%
CYP3A4 substrate	+	0.5453	54.53%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8874	88.74%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8433	84.33%
CYP2C8 inhibition	-	0.7310	73.10%
CYP inhibitory promiscuity	-	0.9020	90.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9583	95.83%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6481	64.81%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5055	50.55%
skin sensitisation	-	0.6626	66.26%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7076	70.76%
Acute Oral Toxicity (c)	I	0.3868	38.68%
Estrogen receptor binding	+	0.7044	70.44%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.6313	63.13%
Aromatase binding	+	0.6675	66.75%
PPAR gamma	-	0.6045	60.45%
Honey bee toxicity	-	0.9135	91.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9657	96.57%

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	96.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.48%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.85%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.90%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.82%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.22%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.10%	82.69%

Plants that contains it

• Kaempferia angustifolia

Cross-Links

• PubChem: 122226099
• LOTUS: LTS0220074
• wikiData: Q104993848