(1S,9R,12S)-9,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadeca-3,5,7-trien-2-one

Details

• Internal ID: e2a421f1-2deb-4aeb-bcde-190a7663d8c3
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: (1S,9R,12S)-9,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadeca-3,5,7-trien-2-one
• SMILES (Canonical): CC1=C2C(=CC=C1)C3(CCC4(CC3(C2=O)CC4=C)O)O
• SMILES (Isomeric): CC1=C2C(=CC=C1)[C@@]3(CC[C@@]4(C[C@@]3(C2=O)CC4=C)O)O
• InChI: InChI=1S/C17H18O3/c1-10-4-3-5-12-13(10)14(18)15-8-11(2)16(19,9-15)6-7-17(12,15)20/h3-5,19-20H,2,6-9H2,1H3/t15-,16+,17-/m1/s1
• InChI Key: NEYSIKKDTFYTMF-IXDOHACOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.6566	65.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7069	70.69%
BSEP inhibitior	-	0.8549	85.49%
P-glycoprotein inhibitior	-	0.9606	96.06%
P-glycoprotein substrate	-	0.7091	70.91%
CYP3A4 substrate	+	0.5497	54.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8208	82.08%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.6263	62.63%
CYP2C19 inhibition	+	0.6114	61.14%
CYP2D6 inhibition	-	0.8585	85.85%
CYP1A2 inhibition	-	0.5301	53.01%
CYP2C8 inhibition	-	0.8294	82.94%
CYP inhibitory promiscuity	-	0.7666	76.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4612	46.12%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.7022	70.22%
Skin irritation	-	0.6337	63.37%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7693	76.93%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6104	61.04%
skin sensitisation	-	0.6588	65.88%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4690	46.90%
Acute Oral Toxicity (c)	III	0.3959	39.59%
Estrogen receptor binding	-	0.5455	54.55%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.5608	56.08%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.6157	61.57%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.40%	96.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.33%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL238	Q01959	Dopamine transporter	82.86%	95.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.81%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.47%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.51%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163054219
• LOTUS: LTS0271871
• wikiData: Q105178292