(1R,8S,10R)-3,4-dihydroxy-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

Details

• Internal ID: 5f68653d-70f2-4ecc-8f62-3a6d5ccdb739
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1R,8S,10R)-3,4-dihydroxy-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
• InChI: InChI=1S/C18H22O4/c1-9(2)11-8-12-13-7-10-5-3-4-6-18(10,17(21)22-13)14(12)16(20)15(11)19/h8-10,13,19-20H,3-7H2,1-2H3/t10-,13+,18-/m1/s1
• InChI Key: RTLQYLIGFFIVKK-SBOFIZKASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8819	88.19%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9030	90.30%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8965	89.65%
P-glycoprotein inhibitior	-	0.8634	86.34%
P-glycoprotein substrate	-	0.8022	80.22%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7408	74.08%
CYP3A4 inhibition	-	0.8700	87.00%
CYP2C9 inhibition	-	0.8318	83.18%
CYP2C19 inhibition	-	0.7286	72.86%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	+	0.5165	51.65%
CYP2C8 inhibition	-	0.7785	77.85%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7683	76.83%
Skin irritation	-	0.6966	69.66%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7396	73.96%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6080	60.80%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8061	80.61%
Acute Oral Toxicity (c)	III	0.6701	67.01%
Estrogen receptor binding	+	0.7471	74.71%
Androgen receptor binding	+	0.5733	57.33%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.8261	82.61%
Aromatase binding	-	0.6855	68.55%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9603	96.03%

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	96.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.83%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.27%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.65%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.62%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.04%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.71%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.67%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.13%	93.04%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.61%	99.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.41%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	87.31%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.13%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.92%	99.15%
CHEMBL3012	Q13946	Phosphodiesterase 7A	86.84%	99.29%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.04%	83.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.39%	93.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.70%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.58%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.24%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.69%	96.21%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.59%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.29%	96.77%

Plants that contains it

• Salvia fruticosa

Cross-Links

• PubChem: 163037355
• LOTUS: LTS0193617
• wikiData: Q105245224