(9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadecan-7-one

Details

• Internal ID: 530ee0b2-485d-48b4-9249-7b749c478c2f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadecan-7-one
• SMILES (Canonical): COC1CC2CCCCC(CC(=O)C3CCC(C(C3)C(C2)C1OC)O)O
• SMILES (Isomeric): COC1CC2CCCC[C@@H](CC(=O)C3CCC(C(C3)C(C2)C1OC)O)O
• InChI: InChI=1S/C21H36O5/c1-25-20-10-13-5-3-4-6-15(22)12-19(24)14-7-8-18(23)16(11-14)17(9-13)21(20)26-2/h13-18,20-23H,3-12H2,1-2H3/t13?,14?,15-,16?,17?,18?,20?,21?/m0/s1
• InChI Key: MPYSGHUZXYYOPO-OPLPZPHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₅
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.25627424 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 5
• 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	+	0.9835	98.35%
Caco-2	-	0.6102	61.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7858	78.58%
BSEP inhibitior	-	0.8362	83.62%
P-glycoprotein inhibitior	-	0.8478	84.78%
P-glycoprotein substrate	-	0.6438	64.38%
CYP3A4 substrate	+	0.6424	64.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7149	71.49%
CYP3A4 inhibition	-	0.7698	76.98%
CYP2C9 inhibition	-	0.9034	90.34%
CYP2C19 inhibition	-	0.7968	79.68%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	+	0.5663	56.63%
CYP2C8 inhibition	-	0.8283	82.83%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.6042	60.42%
Skin corrosion	-	0.9122	91.22%
Ames mutagenesis	-	0.6998	69.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.4381	43.81%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5457	54.57%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5564	55.64%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.5440	54.40%
Androgen receptor binding	+	0.6523	65.23%
Thyroid receptor binding	+	0.5786	57.86%
Glucocorticoid receptor binding	+	0.5836	58.36%
Aromatase binding	-	0.6594	65.94%
PPAR gamma	-	0.5901	59.01%
Honey bee toxicity	-	0.8331	83.31%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8302	83.02%

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	94.76%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	89.45%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.88%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.77%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.19%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.08%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.82%	90.71%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 102445794
• LOTUS: LTS0043850
• wikiData: Q105169832