(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5,13,15-tris(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraene-10,14-dione

Details

• Internal ID: bfbe9074-9a9a-4637-b0ec-dfa14a4565b6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5,13,15-tris(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraene-10,14-dione
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C3=CC4(CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C3=C[C@@]4(C[C@@H]5[C@@]3(O2)[C@](C4=O)(OC5(C)C)CC=C(C)C)CC=C(C)C)C
• InChI: InChI=1S/C33H40O6/c1-18(2)9-10-21-23(34)15-24(35)26-27(36)22-16-31(13-11-19(3)4)17-25-30(7,8)39-32(29(31)37,14-12-20(5)6)33(22,25)38-28(21)26/h9,11-12,15-16,25,34-35H,10,13-14,17H2,1-8H3/t25-,31+,32-,33+/m0/s1
• InChI Key: QDXKAHJQAXFABR-SRWWWFMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₆
• Molecular Weight: 532.70 g/mol
• Exact Mass: 532.28248899 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.70
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	-	0.6502	65.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9656	96.56%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	-	0.5447	54.47%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.8232	82.32%
CYP2C9 inhibition	+	0.5921	59.21%
CYP2C19 inhibition	-	0.6074	60.74%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	-	0.5671	56.71%
CYP2C8 inhibition	+	0.5718	57.18%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8113	81.13%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5134	51.34%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5531	55.31%
skin sensitisation	-	0.7293	72.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5706	57.06%
Acute Oral Toxicity (c)	III	0.3899	38.99%
Estrogen receptor binding	+	0.8515	85.15%
Androgen receptor binding	+	0.7632	76.32%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.7794	77.94%
Aromatase binding	+	0.7906	79.06%
PPAR gamma	+	0.7582	75.82%
Honey bee toxicity	-	0.7473	74.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	99.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.78%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.70%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.22%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.45%	93.40%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.67%	91.38%
CHEMBL1937	Q92769	Histone deacetylase 2	91.52%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.37%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	87.08%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.29%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.93%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.44%	95.89%

Plants that contains it

• Callitriche stagnalis
• Croton discolor
• Eclipta prostrata
• Fragaria chiloensis
• Garcinia hanburyi
• Hemionitis glauca
• Millettia extensa
• Rhizomnium pseudopunctatum
• Ruscus hypoglossum
• Salix babylonica
• Scrophularia glabrata
• Toxicodendron radicans
• Vernonanthura discolor
• Wrightia coccinea

Cross-Links

• PubChem: 10554272
• NPASS: NPC10321
• LOTUS: LTS0224002
• wikiData: Q105219016